Abstract
Among the important plant coloring matters used for dyeing and printing in the middle ages or earlier were weld (Reseda luteola), young fustic (wood of Rhus cotinus), old fustic (wood of Chlorophora tinctoria), quercitron bark (Quercus tinctoria), and Persian berries (from various species of Rhamnus), which gave yellow, orange, brown and olive shades on aluminium, tin, chromium and iron mordants. According to Colour Index (1956) they find considerable use even at the present time, especially old fustic, osage orange (from the wood of Maclura pomifera which also contains morin), and quercitron (Flavine) in the U. S. A., for dyeing silk, wool, nylon and leather, for calico printing, and for shading logwood blacks.
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References
Ahluwalia, V. K., N. R. Krishnaswamt, S. K. Mukerjee, V. V. S. Murti, T. R. Seshadri and C. Venkataramani: The Factors that Affect Alkali Colour Reactions of Flavonols: a Study of Flavonols of Uncommon Types. Proc. Indian Acad. Sci. 47 A, 230 (1958). See this paper for earlier references.
Ahluwalia, V. K., S. K. Mukerjee and T. R. Seshadri: Nuclear Oxidation of Flavones and Related Compounds. Synthesis of Gardenin. J. Chem. Soc. ( London ) 1954, 3988.
Algar, J. and J. P. Flynn: A New Method for the Synthesis of Flavonols. Proc. Roy. Irish Acad. 42 B, I (1934).
Allan, J. and R. Robinson: An Accessible Derivative of Chromonol. J. Chem. Soc. (London) 125, 2192 (1924); 1926, 2334.
Anand, N., R. N. Iyer and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXIII. A New Synthesis of Rhamnazin and a Synthesis of 3,4′-Dihydroxy-7-methoxyflavone. Proc. Indian Acad. Sci. 29 A, 203 (1949).
Arcoleo, A., A. Belling and P. Venturella: Synthesis of Hydroxychalcone and Hydroxyflavone Derivatives. I. Ann. chim. (Rome) 47, 66 (1957).
Argnoff, S.: Some Structural Interpretations of Flavone Spectra. J. Organ. Chem. (USA) 5, 561 (1940).
Baker, W.: Molecular Rearrangement of some o-Acyloxyacetophenones and the Mechanism of the Production of 3-Acylchromones. J. Chem. Soc. ( London ) 1933, 1381.
Baker, W., J. Chaddertgn, J. B. Harbgrne and W. D. Ollis: A New Synthesis of Isoflavones. I. J. Chem. Soc. ( London ) 1953, 1852.
Baker, W., I. Dunstan, J. B. Harbgrne, W. D. Ollis and R. Winter: Orientation in the Isoflavone Series. Chem. and Ind. 1953, 277.
Baker, W., R. Hemming and W. D. Ollis: The Structures of Buddleoflavonoloside (Linarin) and Buddleoflavonol (Acacetin). J. Chem. Soc. ( London ) 1951, 691.
Baker, W. and W. D. Ollis: Developments in the Synthesis of Isoflavones. Sci. Proc. Roy. Dublin Soc. 27, No. 6, 119 (1956).
Balakrishna, K. J. and T. R. Seshadri: Colouring Matter of Tambul Seeds. I, II, III, IV. Proc. Indian Acad. Sci. 25 A, 449 (1947); 26 A, 72, 214, 234 (1947)
Synthesis of 7,8,4′-0-Trimethyl-herbacetin Considered to be Identical with Tambulin. Proc. Indian Acad. Sci. 26 A, 296 (1947).
Balasubramanian, S. K., S. Neelakantan and T. R. Seshadri: Synthetic Experiments in the Benzopyrone Series. LI I. Constitution of Acrammerin. J. Sci. Industr. Res. (India) 14 B, 6 (1955).
Bannerjee, N. R. and T. R. Seshadri: Mechanism of Selenium Dioxide Dehydrogenation of Flavanones. Current Sci. (India) 25, 143 (1956).
Bapat, D. S. and K. Venkataraman: Potential Antitubercular Compounds. III. 7-Aminoflavone. Proc. Indian Acad. Sci. 42 A, 336 (1955).
Bargellini, G. und A. Oliverig: Flavon-Derivate des 1,2,3,4-Tetraoxybenzols. Ber. dtsch. chem. Ges. 75, 2083 (1942).
Bate-Smith, E. C.: The Commoner Phenolic Constituents of Plants and their Systematic Distribution. Sci. Proc. Roy. Dublin Soc. 27, No. 6, 165 (1956).
Bate-Smith, E. C., T. Swain and G. S. PGPE: The Isolation of 7-Hydroxy-4′- methoxyisoflavone (Formononetin) from Red Clover ( Trifolium pratense L.) and a Note on the Identity of Pratol. Chem. and Ind. 1953, 1127.
Bate-Smith, E. C. and R. G. Westall: Chromatographic Behaviour and Chemical Structure. I. Some Naturally Occurring Phenolic Substances. Biochim. Biophys. Acta 4, 427 (1950).
Bharadwaj, G. K. and K. Venkataraman: The Action of Aluminium Chloride on Polymethoxyflavones. Current Sci. (India) 2, 50 (1933).
Bhullar, A. S. and K. Venkataraman: Synthetical Experiments in the Chromone Group. II. i,4-(x-Naphthapyrones. J. Chem. Soc. ( London ) 1931, 1165.
Bielig, H. J.: Die Farbstoffe der Sanddornbeere. Ber. dtsch. chem. Ges. 77, 748 (1944)
Birch, A. J.: Biosynthetic Relations of Some Natural Phenolic and Enolic Compounds. Fortschr. Chem. organ. Naturstoffe 14, 186 (1957)
Blasdale, W. C.: The Composition of the Solid Secretion Produced by Primula denticulata. J. Amer. Chem. Soc. 67, 491 (1945).
Bognar. R. and V. Szabo: Synthesis of “Sophoricoside”, one of the Glycosides of Sophora japónica L. Chem. and Ind. 1954, 518.
Bogorad, L.: The Biogenesis of Flavonoids. Annu. Rev. Plant Physiol. 9, 417 (1958).
Booth, A. N. and F. Deeds: The Toxicity and Metabolism of Dihydroquercetin. J. Amer. Pharmaceut. Assoc., Sci. Ed. 47, 183 (1958).
Bose, J. L.: a Note on the Possible Identity of Biochanin A and Pratensol. J. Sci. Industr. Res. (India) 15 B, 324 (1956).
Bose, J. L. and S. Siddiqui: Studies in the Constituents of Chana (Cicer arietinum): IV. The Identity of Biochanin B and Formononetin. J. Sci. Industr. Res. (India) 10 B, 291 (1951) and earlier papers.
Bose, P. K.: On a New Method for the Detection of some Polyhydroxyphenols. J. Indian Chem. Soc., Sir P. C. Ray Commemoration Vol., 1933, 65.
Natural Flavones. V. Further Observations on the Constitution of Gardenin and Tambulin. J. Indian Chem. Soc. 22, 233 (1945).
Bose, P. K. and R. Nath: Natural Flavones. I. The Constitution of Gardenin. J. Indian Chem. Soc. 15, 139 (1939).
Bradbury, R. B. and D. E. White: The Chemistry of Subterranean Clover. I. Isolation of Formononetin and Genistein. J. Chem. Soc. ( London ) 1951, 3447
The Chemistry of Subterranean Clover. II. Synthesis and Reduction of Isoflavones related to Genistein and Formononetin. J. Chem. Soc. ( London ) 1953, 871.
Briggs, L. H. and R. C. Cambie: The Extractives of Vitex lucens. 1. Tetrahedron 3, 269 (1958).
Briggs, L. H. and R. H. Locker: Chemistry, of New Zealand Melicope Species. I–VII. J. Chem. Soc. (London) 1949, (a) 2157, (b) 2162; 1950, (c) 864, (d) 2376, (e) 2379; 1951, (f) 3131 (g) 3136.
Brown, R. F. C., P. T. Gilham, G. K. Hughes and E. Ritchie: The Chemical Constituents of Australian Flindersia Species. V. The Constituents of Blindersia maculosa Lindl. Austral. J. Chem. 7, 181 (1954)
Carill, G. W. K., F. M. Dean, A. Mcgookin, (Miss) B. M. Marshall and A. Robertson: The Oxidation of Chromanones and Flavanones with Lead Tetra-acetate. J. Chem. Soc. (London) 1954, 4573.
Carruthers, (Mrs.) W. R., R. H. Farmer and R. A. Laidlaw: Dihydromorin from East African Mulberry (Morus láctea Mildbr.). J. Chem. Soc. (London) 1957. 4440.
Casteel, H. W. and S. H. Wender: Identification of Flavonoid Compounds by Filter Paper Chromatography. Analyt. Chemistry 25, 508 (1953).
Cekan, Z. and V. Herout: Isolation of 5-Hydroxy-3,6,7,3′,4′-pentamethoxy-flavone from Artemisia absinthium. Chem. Listy 49, 1053 (1955).
Chen, F. C. and C. H. Lin: Ultraviolet Absorption of Flavone Series: Spectra of Halogenoflavones. J. Formosan Sci. 6, 81 (1952).
Clark, W. G. and T. A. Geissman: Potentiation of Effects of Adrenaline by Flavonoid (“Vitamin P”-like) Compounds. Relation of Structure to Activity. J. Pharmacol, exp. Therapeut. 95, 363 (1949).
Crabbé, P., P. R. Leeming and C. Djerassi: Naturally Occurring Oxygen Heterocyclics. III. The Structure of the Isoflavone Tlatlancuayin. J. Amer. Chem. Soc. 80, 5258 (1958).
Dave, K. G., S. A. Telano and K. Venkataraman: in press.
Dave, K. G. and K. Venkataraman: The Colouring Matters of the Wood of Artocarpus integrifolia: I. Artocarpin. J. Sci. Industr. Res. (India) 15 B, 183 (1956).
Deulofeu, V. e N. Schopflocher: I glucosidi flavonici dell’Ombu (Phytolacca dioica Linn.). III. La sintesi dell’ombuina e di altri derivati flavonici della serie isovainiglica. Gazz. chim. ital. 83, 449 (1953).
Doporto, M. L., K. M. Gallagher, J. E. Gowan, A. C. Hughes, (Mrs.) E. M. Philbin, T. Swain and T. S. Wheeler: Rearrangement in the Demethylation of 2’-Methoxyflavones. II. Further Experiments and the Determination of the Composition of Lotoflavin. J. Chem. Soc. ( London ) 1955, 4249.
Dunne, A. T. M., J. E. Gowan, J. Keane, B. M. O’Kelly, D. O’Sullivan, M. M. Roche, P. M. Ryan and T. S. Wheeler: Thermal Cyclization of O-Aroyloxyacetoarones. A New Synthesis of Flavones. J. Chem. Soc. ( London ) 1950, 1252.
Dutta, N. L.: Chemical Investigation of Mundulea suherosa BENTH. II. Constitution of Munetone, the Principal Crystalline Product of the Root Bark. J. Indian Chem. Soc. (in press).
Erdtman, H.: Flavonoid Heartwood Constituents of Conifers. Sci. Proc. Roy. Dublin Soc. 27, No. 6, 129 (1956).
Evans, W. H., A. Mcgookin, L. Jurd, A. Robertson and W. R. N. Williamson: Vitexin. I. J. Chem. Soc. ( London ) 1957, 3550.
Farkas, L.: Eine neue Isoflavonsynthese. Chem. Ber. 90, 2940 (1957).
Feinstein, L. and M. Jacobson: Insecticides Occurring in Higher Plants. Fortschr. Chem. organ. Naturstoffe 10, 423 (1953).
Ferguson, W. S., De B. Ashworth and R. A. Terry: Identity of a Muscle-inhibiting Flavone in Lucerne. Nature (London) 166, 116 (1950).
Fitzgerald, D. M., J. F. O’Sullivan, (Mrs.) E. M:. Philbin and T. S. Wheeler: Ring Expansion of 2-Benzylidenecoumaran-3-ones. A Synthesis of Flavones. J. Chem. Soc. ( London ) 1955, 860.
Flores, S. E. and J. Herràn: The Structure of Pendulin and Penduletin: A New Flavonol Glucoside Isolated from Brickelia pendula. Tetrahedron 2, 308 (1958).
Flores, S. E., J. Herrän and H. Menchaca: The Synthesis of Penduletin. Tetrahedron 4, 132 (1958).
Ford, E. B.: Studies in the Chemistry of Pigments in the Lepidoptera with Reference to their Bearing on Systematics. 3. The Red Pigments of the Papilionidae. Proc. Roy. Ent. Soc. (London) 19 A, 92 (1944)
Fukuda, T.: Über die pharmakologische Wirkung der FlavonVerbindungen. Arch. exp. Pathol. Pharmakol. 164, 585 (1932).
Funaoka, K. and M. Tanaka: Flavonoids of Zelkowa serrata Wood. Mokuzai Gakkaishi 3, 144 (1957).
Gage, T. B., C. D. Douglass and S. H. Wender: Identification of Flavonoid Compounds by Filter Paper Chroniiatography. Analyt. Chemistry 23, 1582 (1951).
Gakhokidze, A. M.: Synthesis of Olmelin. J. Appl. Chem. (USSR) 23, 559 (1950)
Gakhokidze, A. M. and N. D. Kutidze: Pigments of Gleditschia tnacanthos, J. Appl. Chem. (USSR) 20, 899, 904 (I947).
Geissman, T. A.: Anthocyanins, Chalcones, Aurones, Flavones and Related Water-Soluble Plant Pigments. In: K. Paech and M. V. Tracey, Modern Methods of Plant Analysis, Vol. III, p. 450. Berlin: Springer-Verlag. 1955
Geissman, T. A. and T. K. Fukushima: Flavanones and Related Compounds. V. The Oxidation of 2’-Hydroxychalcones with Alkaline Hydrogen Peroxide. J. Amer. Chem. Soc. 70, 1686 (1948).
Geissman, T. A. and E. Hinreiner: Theories of the Biogenesis cf Flavonoid Compounds. I and IT. Botan. Rev. 18, 77, 165 (1952).
Geissman, T. A. and H. Lischner: Flavanones and Related Compounds. VII. The Formation of 4,6,3’,4’-Tetrahydroxy-2-benzylcoumaranone-3 by the Sodium Hydrosulphite Reduction of Quercetin. J. Amer. Chem. Soc. 74, 3001 (1952).
Geissman, T. A. and T. Swatn: Biosynthesis of Flavonoid Compounds in Higher Plants. Chem. and Ind. 1957, 984.
Goel, R. N., A. C. Jain and T. R. Seshadri: Synthesis of Oxyayanin B. J. Chem. Soc. ( I. Ondon ) 1956, 1369.
Goel, R. N. and T. R. Seshadri: New Synthesis of Tamarixetin, Alpinone and Izalpinin. Proc. Indian Acad. Sci. 47 A, 191 (1958).
Goldsworthy, L. J. and R. Robinson: A Correction respecting the Structure of Tangeretin. Chem. and Ind. 1957, 47.
Gowan, J. E., M. F. Lynch, N. S. O’Connor, (Mrs.) E. M. Philbin and T. S. Wheeler: The Synthesis of Isoflavones. J. Chem. Soc. (London) 1958, 2495
Griffith, J. Q., C. F. Krewson and J. Naghski: Rutin and Related Flavonoids. Chemistry. Pharmacology. Clinical Applications. Easton, Pa.: Mack Publ. Co. 1955.
Guider, (Miss) J. M., T. H. Simpson and D. B. Thomas: Anthoxanthins. II. Derivatives of Katuranin and Kaempferol. J. Chem. Soc. ( London ) 1955, 170.
Gupta, S. R. and T. R. Seshadri: Survey of Anthoxanthins. VI. Colouring Matter of Tamarix troupii. Constitution of the Aglycone and its Synthesis. J. Chem. Soc. ( London ) 1954, 3063.
Harborne, J. B.: Use of Alkali and Aluminium Chloride in the Spectrai Study of Phenolic Plant Pigments. Chem. and Ind. 1954, 1142.
Harper, S. H.: The Active Principles of Leguminous Fish-poison Plants. V. Derris malaccensts and Tephvosia toxicaria. J. Chem. Soc. ( London ) 1940, 1178.
Hartshorne, J. N.: Pigmentation and Sexuality in Plants. Nature (London) 182, 1382 (1958).
Hasegawa, M. and T. Shirato: Two New Flavonoid Glycosides from the Leaves of Phellodendron amurense Ruprecht. J. Amer. Chem. Soc. 75, 5507 (1953).
Hashimoto, Y., I. Mori and M. Kimura: Paper Electromigration of Flavonoids and Sugars using a High Constant-voltage Current. Nature (London) 170, 975 (1952).
Hattori, S., M. Hasegawa and M. Shimokoriyama: The Structure of the Glycoside, Trifolin, from the Blossoms of Tfifolium pratense and Remarks concerning a Yellow Substance accompanying it. Acta Phjrtochim. (Japan) 13, 99 (1943)
Hattori, S. and H. Matsuda: Rhoifolin, a New Flavone Glycoside, Isolated from the Leaves of Rhus succedanea. Arch. Biochem. Biophys. 37, 85 (1952).
Hayashi, K. and K. Ouchi: Yellow Colouring Matter in the Flower of Meratia praeco. Acta Phytochim. (Japan) 15, 11 (1949)
Heimann, W. und F. Reiff: Zusammenhänge zwischen chemischer Konstitution und antioxygener Wirkung bei Flavonolen. Fette u. Seifen 55, 451 (1953).
Hörhammer, L. (private communication). — Hörhammer, L., H. Wagner und H. Götz: Über das Vorkommen von Flavonen in einheimischen Umbelliferen. Arch. Pharmaz. 291/63, 44 (1958); see also earlier papers and papers under publication.
Hörhammer, L. und R. Hansel: Isolierung eines Rhamnazinesters aus Polygonum hydropiper. Arch. Pharmaz. 286/58, 153 (1953).
Zur Analytik der Flavone. II. Über das Komplexbildungsvermögen einiger Oxyflavone und die Konstitution des in Polygonum hydropiper L. vorkommenden Rhamnazinesters. Arch. Pharmaz. 286/58, 425 (1953).
Hörhammer, L. und K. H. Müller: Zur Analytik der Flavone. VI. Das optische Verhalten der Reduktionsprodukte einiger Polyoxy-flavone. Arch. Pharmaz. 287/59, 448 (1954)
Hörhammer, L. und H. Wagner: Die Gegenstromverteilung in der modernen Pflanzenanalyse. Pharmaz. Ztg. 102, 278, 537 (1957)
Isolierung, Reinigung und Reinheitsprüfung von Flavonglykosiden durch Gegenstromverteilung. Arch. Pharmaz. 290/62, 224 (1957).
Hörhammer, L., H. Wagner und W. Leeb: Über die Polyamidchromatographie von Flavonen, Flavonolen und deren Glykoside (im Druck).
Horii, Z.: Synthesis of Nobiletin. J. pharmac,. Soc. Japan 60, 614 (1940).
Horowitz, R. M.: Flavonoids of Citrus. II. Isolation of a New Flavonol from Lemons. J. Amer. Chem. Soc. 79, 6561 (1957).
Ice, C. H. and S. H. Wender: Adsorption Chromatography of Flavonoid Compounds. Analyt. Chemistry 24, 1616 (1952).
The Synthesis of Isoquer citrin. J. Amer. Chem. Soc. 74. 4606 (1952).
Quercetin and its Glycosides in Leaves of Vaccinium myrtillus. J. Amer. Chem. Soc. 75, 50 (1953).
Inglett, G. E.: Infrared Spectra of some Naturally Occurring Flavonoids. J. Organ. Chem. (USA) 23, 93 (1958).
Iriarte, J., F. A. Kincl, G. Rosenkranz and F. Sondheimer: The Constituents of Casimiroa edulis LLAVE et LEX. II. The Bark. J. Chem. Soc. ( London ) 1956, 4170.
Iyer, R. N., K. H. Shah and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXIV. A Synthesis of Prunetin. Proc. Indian Acad. Sei. 33 A, 116 (1951)
Synthetical Experiments in the Chromone Group. XXV. A Synthesis of Santal. Proc. Indian Acad. Sei. 33 A, 228 (1951).
Iyer, R. N. and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXVII. Coupling of 5-Hydroxyflavone, 5-Hydroxy-6-methoxyflavone and Tectochrysin with Diazotized Aniline. New Synthesis oi 5:6-Dihydroxy- flavone, Baicalein, and 5:6:8-Trihydroxyflavone. Proc. Indian Acad. Sei. 37 A, 629 (1953).
Jatkar, S. K. K. and B. N. Mattoo: Absorption and Fluorescence Spectra of Flavones and Flavonols. J. Indian Chem. Soc. 33, 623, 641 (1950).
Joshi, C. G. and A. B. Kulkarni: Anthoxanthins. V. A Convenient Method for the Synthesis of Flavan-3,4-diols: Synthesis of Flavan-3,4-diols Related to Melacacidin. J. Sci. Industr. Res. (India) 16 B, 307 (1957), and subsequent communications. See these papers for other references to the synthesis of flavandiojs.
Joshi. P. C. and K. Venkataraman: Synthetical Experiments in the Chromone Group. XL Synthesis of Isoflavone. J. Chem. Soc. (London) 1934, 513.
Jurd, L.: A Spectrophotometric Method for the Detection of o-Dihydroxyl Groups in Flavonoid Compounds. Arch. Biochem. Biophys. 63, 376 (1956).
Plant Polyphenols. V. Selective Alkylation of the 7-Hydroxyl Group in Polyhydroxyflavones. J. Amer. Chem. Soc. 80, 5531 (1958)
Jurd, L. and R. M. Horowitz: Spectral Studies on Flavonols—the Structure of Azalein. J. Organ. Chem. (USA) 22, 1618 (1957).
Kagal, S. A., S. S. Karmarkar and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXXII. A Synthesis of Tectorigenin. Pioc. Indian Acad. Sci. 44 A, 36 (1956).
Kariyone, T. and K. Sawada: Complete Publication in Memory of Professor T. Kariyone, p. 16. 1956.
Karmarkar, S. S., K. H. Shah and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXXI. A Synthesis of Muningin. Proc. Indian Acad. Sci. 41 A, 192 (1955).
Karrer, P. und G. Schwab: Über ein natürliches Vorkommen des 5-Oxyflavons. Helv. Chim. Acta 24, 297 (1941)
Karrer, W.: Konstitution und Vorkommen der organischen Pflanzenstoffe (exclusive Alkaloide). Basel: Birkhäuser. 1958.
Kawase, Y., Y. Fujino, Y. Ichioka and K. Fukui: The Synthesis of 4’,5,7- Trihydroxy-8-methoxyisoflavone. Bull. Chem. Soc. Japan 30, 689 (1957).
King, F. E. and W. Bottomley: The Chemistry of Extractives from Hardwoods. XVII. The Occurrence of a Flavan-3,4-diol (Melacacidin) in Acacia melanoxylon. J. Chem. Soc. ( London ) 1954, 1399.
King, F. E., M. F. Grundon and K. G. Neill: The Chemistry of Extractives from Hardwoods. IX. Constituents of the Heartwood of Ferreirea spectahilis. J. Chem. Soc. ( London ) 1952, 4580.
King, F. E., T. J. King and L. C. Manning: An Investigation of the Gibbs Reaction and its Bearing on the Constitution of Jacareubin. J. Chem. Soc. ( London ) 1957, 563
King, F. E., T. J. King and K. Sellars: The Chemistry of Extractives from Hardwoods. V. The Isolation of 3,7,4’-Trimethylquercetin (Ayanin) from the Heartwood of Distemonanthus Benthamianus. J. Chem. Soc. ( London ) 1952, 92.
King, F. E., T. J. King and P. J. Stokes: The Chemistry of Extractives from Hardwoods. XIX. The Structures of Further New Flavones Occurring in Ayan (Distemonanthus Benthamianus). J. Chem. Soc. ( London ) 1954, 4587
The Chemistry of Extractives from Hardwoods. XX. Distemonanthin, a New Type of Flavone Pigment from Distemonanthus Benthamianus. J. Chem. Soc. ( London ) 1954, 4594
King, F. E., T. J. King and A. J. Warwick: The Chemistry of Extractives from Hardwoods. VI. Constituents of Muninga, the Heartwood of Pterocarpus angolensis. A.: 6,4’-Dihydroxy-5,7-dimethoxyisoflavone (Muningin). J. Chem. Soc. ( London ) 1952, 96.
King, F. E., T. J. King and A. J.Warwick: The Chemistry of Extractives from Hardwoods. VII. Constituents of Muninga, the Heartwood of Pterocarpus angolensis. B: 2,4-Dihydroxyphenyl i-;p-Methoxyphenylethyl Ketone (Angolensin). J. Chem. Soc. ( London ) 1952, 192a
King, F. E. and K. G. Neill: The Chemistry of Extractives from Hardwoods. X. The Constitution of Ferreirin and of Homoferreirin. J. Chem. Soc. ( London ) 1952, 4752.
King, H. G. C. and T. White: The Conversion ot Flavonols into Anthocyanidins. J. Chem. Soc. (London) 1957, 3901
Klein, G. und O. Werner: Ein Beitrag zur Physiologie und Verbreitung der Flavone. Z. physiol. Chem. (Hoppe-Seyler) 143, 9 (1925).
Koike, H.: Pharmacological Investigation on the Flavone Compounds, particularly on their Diuretic Action. Foha Pharmacol. Japon. 12, 89 (1931).
Kubota, T. and I. Arai: Studies on Flavanonols. II. Chemical Constitution of Fukugetin. J. Chem. Soc. Japan 76, 1069 (1955).
Kuhn, R. und I. Low: Synthese von Rhamnetin und Rhamnazin. Ber. dtsch. chem. Ges. 77, 211 (1944).
Kuhn, R,, F. Moewus und I. Low: Über die pflanzenphysiologische Spezifität von Quercetinderivaten. Ber. dtsch. chem. Ges. 77, 219 (1944).
Kurth, E. F., V. Ramanathan and K. Venkataraman: The Colouring Matters of Ponderosa Pine Bark: I. J. Sei. Industr. Res. (India) 15 B, 139 (1956).
Lawson, W.: Oestrogenic Activity of some Derivatives of Isoflaven and Isoflavanol. J. Chem. Soc. ( London ) 1954, 4448.
Lea C. H. and P. A. T. Swoboda: On the Antioxidant Activity of the Flavonols, Gossypetin and Quercetagetin. Chem. and Ind. 1956, 1426.
Limaye, D. B.: Syntheses in the Furocoumarin Group. II. Rasayanam (Poona) 1936, 1.
Limaye, S. D.: Rasoda Reaction for the Synthesis of Flavonols from Chalkone Dibromides. Rasayanam (Poona) 2, 1 (1950).
Limaye, S. D. and D. B. Limaye: Ranjorwa Reaction for the Synthesis of Flavonols from o-Hydroxyacetophenones and Aldehydes. Rasayanam (Poona) 2, 41 (1952).
Lindstedt, G.: Constituents of Pine Heartwood. IX. Heartwood of Pinus montana. Acta Chem. Scand. 3, 755 (1949), and subsequent communications.
Lindstedt, G. and A. Misiorny: Constituents of Pine Heartwood. XXV. Investigation of 48 Pinus Species by Paper Partition Chromatography. Acta Chem. Scand. 5, 121 (1951).
Mahal, H. S.: Antiseptics and Anthelminthics. III. Pharmacology of Certain Flavones with Special Reference to their Anthelminthic Action. Proc. Indian Acad. Sei. 5B, 186 (1937).
Mahal, H. S., H. S. Rai and K. Venkataraman: Synthetical Experiments in the Chromone Group. XVI. Chalkones and Flavanones and their Oxidation to Flavones by Means of Selenium Dioxide. J. Chem. Soc. (London) 1935, 866.
Mahal, H. S. and K. Venkataraman: A Synthesis of Flavones at Room Temperature. Current Sei. (India) 2, 214 (1933).
Mahesh, V. B. and T. R. Seshadri: Hydroxylation of Flavanones in the 3-Position. J. Chem. Soc. ( London ) 1955, 2503.
Isomerization of Isoflavones in Alkaline Medium. J. Sei. Industr. Res. (India) 14 B, 671 (1955).
Mani, R., V. Ramanathan and K. Venkataraman: The Colouring Matters of Ponderosa Pine Bark. II. A Synthesis of Pinoquercetin and Pino my rice tin. J. Sei. Industr. Res. (India) 15 B, 490 (1956).
Manjunath, B. L., A. Seetharamiah und S. Siddappa: Konstitution von Karanjin aus den Wurzeln von Pongamia glabra Vent. Ber. dtsch. chem. Ges. 72, 93 (1939).
Mansfield, G. H., T. Swain and C. G. Nordström: Identification of Flavones by the Ultraviolet Absorption Spectra of their Ions. Nature (London) 172, 23 (1953).
Marathey, M. G.: Synthesis of Dihydroflavonols and Flavonols. I and II. J. Univ. Poona No. 4, 73 (1953).
Marini-Bettolo, G. B. and A. Ballto: Su alcune reazioni cromatiche dei composti flavonici. Gazz. chim. ital. 76, 410 (1946).
Marini-Bettolo, G. B., V. Deulofeu e E Hug: I glucosidi flavonici dell’Ombu (Phytolacca dioica L.). Isolamento della quercetina e di una nuova dimetil- quercetina (Ombuina). Gazz. chim. ital. 80, 63 (1950)
Marsh, C. A.: Glucuronide Metabolism in Plants. 2. The Isolation of Flavone Glucosiduronic Acids from Plants. Biochemic. J. 59, 58 (1955).
Martin, G. J. (Consulting Ed.): Conference on Bioflavonoids and the Capillary. Ann. New York Acad. Sci. 6I, Art. 3, 637 (1955)
Matsuura, S.: The Structure of Cryptostrobin and Strobopinin, the Flavanones from the Heartwood of Pinus strohus. Pharmac. Bull. (Japan) 5, T95 (1957)
Mayer, F. and A. H. Cook: The Chemistry of Natural Colouring Matters. New York: Reinhold. 1943
Mentzer, C. et D. Pillon: Nouvelle synthèse de la chrysine et d’autres colorants naturels oxyflavoniques. C. R. hebd. Séances Acad. Sci. 234, 444 (1952).
Mirza, R. and R. Robinson: Conversion of Flavonols into Anthocyanidins. Nature (London) 166, 997 (1950)
Mittal, O. P. and T. R. Seshadri: Demethoxykanugin: A New Crystalline Compound from Pongamia glabra. J. Chem. Soc. ( London ) 1956, 2176.
Moewus, F.: Die Sexualstoffe von Chlamydomonas eugametos. Erg. Enzymforsch. 12, 173 (1951)
Murray, C. W., A. N. Booth, F. Deeds and F. T. Jones: Absorption and MetaboHsm of Rutin and Quercetin in the Rabbit. J. Amer. Pharmaceut. Assoc., Sci. Ed. 43, 361 (1954).
Murti, V. V. S., S. Rangaswami and T. R. Seshadri: Chemical Investigation of Indian Fruits. V. Constitution of Auranetin. Proc. Indian Acad. Sci. 28 A, 19 (1948).
Murti, V. V. S., L. R. Row and T. R. Seshadri: 5,6,7,8-Hydroxyflavonols. II. A Total Synthesis. Proc. Indian Acad. Sci. 23 A, 233 (1946).
Murti, V. V. S. and T. R. Seshadri: Nuclear Oxidation in Flavones and Related Compounds. XVII. A Synthesis of Oroxylin-A. Proc. Indian Acad. Sci. 29 A, I (1949).
Nakaoki, T. and N. Morita: Medicinal Resources. III. A New Glycoside of Chrysosplenium japonicum. J. Pharmac. Soc. Japan 76, 320 (1956).
Narasimhachari, N. and T. R. Seshadri: Synthetic Experiments in the Benzopyrone Series. XIV; XXVII. Proc. Indian Acad. Sci. 32 A, 342 (1950); 37 A, 531 (1953)
A New Synthesis of Flavones. Proc. Indian Acad. Sci. 30 A, 151 (1949).
Narayanaswami, S., S. Rangaswami and T. R. Seshadri: Chemistry of Pongamol. II. J. Chem. Soc. ( London ) 1954, 1871.
Neelakantam, K., L. R. Row and V. Venkateswarlu: Fluorescence Reactions with Boric Acid and o-Hydroxycarbonyl Compounds and their Applicability in Analytical Chemistry. Proc. Indian Acad. Sei. 18 A, 364 (1943).
Neill, K, G.: The Synthesis of Homoferreirin. J. Chem. Soc. ( London ) 1953, 3454
Neu, R.: Separation of Chalcones, Flavanones and Flavonols by Chromatography with Polyamide. Nature (London) 182, 660 (1958).
Nowlan, N. V., P. A. Slavin and T. S. Wheeler: The Effect of Bond Structure on the Transformation of o-Aroyloxyacetoarones into i-Hydroxy- diaroylmethanes. Baker-Venkataraman Transformation. J. Chem. Soc. (London) 1950, 340, and subsequent communications.
Pankajamani, K. S. and T. R. Seshadri: Survey of Anthoxanthins. I. Proc. Indian Acad. Sei. 36 A, 157 (1952), and subsequent communications.
Paris, R.: Chromatographie sur päpier de quelques dérivés flavoniques. Bull. soc. chim. biol. (Paris) 34, 767 (1952).
Pavanaram, S. K. and L. R. Row: New Flavones from Pongamia pinnata (L.) Merr. II. The Synthesis of Compounds C and D. Austral. J. Chem. 9, 132 (1956).
Perkin, A. G. and A. E. Everest: The Natural Organic Colouring Matters. London: Longmans. 1918.
Pew, J. C.: A Flavonone from Douglas-Fir Heartwood. J. Amer. Chem. Soc. 70, 3031 (1948).
Prista, L. N.: Chemical-pharmacognostic Investigation of Ptaevoxylon ohliquum, Annais fac. farm. Porto (Lisbon) 11, 81 (1951).
Rajagopalan, S., S. Rangaswami, K. V. Rao and T. R. Seshadri: Constitution of Kanugin. II. Proc. Indian Acad. Sei. 23 A, 60 (1946).
Ramanathan, V. and K. Venkataraman: Synthetical Experiments in the Chromone Group. XXIX. A Method for the Reduction of 5,7-Dihydroxy- flavones to 5-Hydroxyflavones. Proc. Indian Acad. Sei. 38 A, 40 (1953).
Ramanujam, S. and T. R. Seshadri: Components of the Bark of Prunus puddum. III. Synthesis of Padmakastein and its Derivatives. Proc. Indian Acad. Sei. 48 A, 175 (1957).
Rangaswami, S. and B. V. R. Sastry: Constitution of Lanceolatin C and Lanceolatin B. Current Sci. (India) 24, 13 (1955).
Constitution of Maxima Substance B. Current Sci. (India) 24, 337 (1955).
Rao, K. V. and T. R. Seshadri: Synthesis of Kanugin and Related Compounds. Proc. Indian Acad. Sci. 23 A, 147 (1946).
Synthesis of the Monomethyl Ethers of Kaempferol, and the Constitution of Rhamnocitrin. J. Chem. Soc. ( London ) 1947, 122.
Rao, P. R., P. S. Rao and T. R. Seshadri: Synthesis of Hibiscetin. Proc. Indian Acad. Sci. 19 A, 88 (1944).
Rao, P. R. and T. R. Seshadri: Isolation of Hibiscitrin from the Flowers of Hibiscus sahdariffa: Constitution of Hibiscetin. Proc. Indian Acad. Sci. 15 A, 148 (1942).
Reichel, L. und J. Marchand: Synthesen einiger neuer Chalkon-Flavanon- Flavonolglucoside. Chemie und Biochemie der Pflanzenstoffe. XI. Ber. dtsch. chem. Ges. 76, 1132 (1943).
Reznik, H. und R. Urban: Über den Metabolismus C-markierter Ferula- säure im Pflanzen versuch. Naturwiss. 44, 13 (1957).
Robertson, A., C. W. Suckling and W. B. Whalley: The Chemistry of the “Insoluble Red” Woods. III. The Structure of Santal and a Note on Orobol. J. Chem. Soc. ( London ) 1949, 1571.
Robinson, R.: The Structural Relations of Natural Products. Oxford: Clarendon Press. 1955.
Roux, D. G. and S. R. Evelyn: The Correlation between Structure and Paper Chromatographic Behaviour of some Flavonoid Compounds and Tannins. J. Chromatogr. 1, 537 (1958).
Row, L. R. and T. R. Seshadri: Constitution of Patuletin. III. A Study and Synthesis of 0-Pentaethylpatuletin. Proc. Indian Acad. Sei. 23 A, 140 (1946).
Sarin, P. S., J. M. Sehgal and T. R. Seshadri: Synthetic Experiments in the Benzopyrone Series. LXIII. Synthesis of a-Methyl-furano Isoflavones. J. Sei. Industr. Res. (India) 16 B, 61 (1957). See this paper for earlier references.
Sathe, V. R. and K. Venkataraman: A New Reaction for the Synthesis of Chromones and Isoflavones. Current Sei. (India) 18, 373 (1949).
Schmid, H. und K. Banholzer: Nachweis der intramolekularen Natur der Baker-Venkataraman-Umlagerung. Helv. Chim. Acta 37, 1706 (1954)
Sehgal, J. M., T. R. Seshadri and K. L. Vadehra: Synthetic Experiments in the Benzopyrone Series. LVII. Synthesis of 5,6,7,8,4’-Pentamethoxy Flavanone and Flavone: The Constitution of Ponkanetin. Proc. Indian Acad. Sei. 42 A, 252 (1955)
Seikel, M. K. and T. A. Geissman: The Flavonoid Constituents of Barley (Hordeum vulgare). Arch. Biochem. Biophys. 71, 17 (I957)
Seshadri, T. R.: Biochemistry of Natural Pigments (Exclusive of Haeme Pigments and Carotenoids). Annu. Rev. Biochem. 20, 487 (1951).
Nuclear Oxidation in the Flavones and Related Compounds. XIII. A Discussion of the Results. Proc. Indian Acad. Sei. 28 A, 1 (1948). See this paper for earlier references.
Syntheses Following Possible Paths of Biogenesis. Lectures, XlVth Intern. Congr. Pure and Appl. Chem., Zürich, 1955
Seshadri, T. R. and V. Venkateswarlu: Synthesis and Study of 5,6,7,8- Hydroxyflavonols. Proc. Indian Acad. Sei. 23 A, 192 (1946).
5,6,7,8-Hydroxyflavonols. IV. A Synthesis of Calycopterin. Proc. Indian Acad. Sei. 24 A, 349 (1946).
Shah, R. C., V. V. Virkar and K. Venkataraman: The Constitution of Calycopterin, the Yellow Colouring Matter of the Leaves of Calycopteris florihunda. J. Indian Chem. Soc. 19, 135 (1942).
Shibata, S. and M. Yamazaki: The Biogenesis of Rutin. Pharmae. Bull. (Tokyo) 5, 501 (1957)
Shimizu, M.: A New Method for Distinguishing Flavonol-3-glycosides from Flavonols. J. pharmae. Soc. Japan 71, 1329 (1951).
Shimizu, M. and G. Ohta: Partial Methylation of Rutin and Quercetin. J. pharmae. Soc. Japan 71, 879 (1951), and subsequent communications.
Simmonds, N. W. and R. Stevens: Occurrence of the Methylenedioxy Bridge in the Phenolic Components of Plants. Nature (London) 178, 752 (1956).
Simpson, T. H.: Protecting Groups in the Synthesis of Flavones. Sei. Proc. Roy. Dublin Soc. 27, No. 6, 75 (1956).
Simpson, T. H. and N. URI: Hydroxyflavones as Inhibitors of the Aerobic Oxidation of Unsaturated Fatty Acids. Chem. and Ind. 1956, 956.
Skarzynski, B.: Spektrographische Untersuchungen von Flavonfarbstoffen. Biochem. Z. 301, 150 (1939).
Stamm, O. A., H. Schmid und J. Büchi: Die Konstitution des Jamaicins. Helv. Chim. Acta 41, 2006 (1958).
Swain, T.: Spectral Studies on Phenolic Compounds. Chem. and Ind. 1954, 1480.
Tauböck, K.: Über Reaktionsprodukte von Flavonolen mit Borsäure und organischen Säuren und ihre Bedeutung für die Festlegung des Bors in Pflanzenorganen. Naturwiss. 30, 439 (1942).
Underhill, E. W., J. E. Watkin and A. C. Neish: Biosynthesis of Quercetin in Buckwheat. I, II. Canad. J. Biochem. and Physiol. 35, 219, 229 (1957)
Venkataraman, K.: Synthetical Experiments in the Flavone and Isoflavone Groups. Proc. Nat. Inst. Sei. India 5, 253 (1939).
Wachtmeister, C. A.: Paper Chromatography on Borate-impregnated Paper. Acta Chem. Scand. 5, 976 (1951).
Wada, E.: On a Flavonol Glycoside Isolated from Flowers of a White Azalea (Rhododendron mucronatum G. Don.). J. Amer. Chem. Soc. 78, 4725 (1956).
Wagner, H. und R. Luck: Zur Kenntnis der Inhaltsstoffe von Nerium oleander. Naturwiss. 42, 607 (1955).
Warburton, W. K.: The Isoflavones. Quart,. Rev. Chem. Soc. (London) 8, 67 (1954).
Wender, S. H. and O. Norman: Isolation of Flavonoid Compounds. U. S. Patent 268, 1907.
Wessely, F. und G. H. Moser: Synthese und Konstitution des Skutellareins. Monatsh. Chem. 56, 97 (1930).
Wheeler, T. S.: Unsolved Problems in Flavonoid Chemistry. Record Chem. Progr. (Kresge-Hooker Sei. Libr.) 18, 133 (19.57).
Wheeler, T. S.: Flavone. Org. Syntheses 32, 72 (1952).
Willaman, J. J.: Some Biological Effects of the Flavonoids. J. Amer. Pharmaceut. Assoc., Sei. Ed. 44, 404 (1955).
Wilson, C. W.: A Study of the Boric Acid Colour Reaction of Flavone Derivatives. J. Amer. Chem. Soc. 61, 2303 (1939).
Wilson, R. H. and F. Deeds: The in vitro Protection of Epinephrine by Flavonoids. J. Pharmacol, exp. Therapeut. 95, 399 (1949).
Wolfrom, M. L., W. D. Harris, G. F. Johnson, J. E. Mahan, S. M. Moffett and B. Wildi: Osage Orange Pigments. XI. Complete Structures of Osajin and Pomiferin. J. Amer. Chem. Soc. 68, 406 (1946).
Wolfrom, M. L. and B. S. Wildi: Osage Orange Pigments. XII. Synthesis of Dihydro-isoosajin and Dihydro-isopomiferin. J. Amer. Chem. Soc. 73, 235 (1951)
Zemplén, G. und R. Bognár: Konstitution und Synthese des Linarins und Pektolinarins aus ihren Aglykonen und aus Rutinose. Ber. dtsch. chem. Ges. 74, 1818 (1941).
Zemplén, G., R. Bognár und J. Mechner: Synthese des Glucosids Toringin. Ber. dtsch. chem. Ges. 77, 99 (1944).
Zemplén, G. und L. Farkas: Synthese des Genistins. Ber. dtsch. chem. Ges. 76, II 10 (1943).
Notiz über die Synthese des Prunitrins. Ber. dtsch. chem. Ges. 90, 836 (1957).
Zemplén, G., L. Farkas und A. Bien: Synthese des Ononins. Ber. dtsch. chem. Ges. 77, 452 (1944).
Zemplén, G. und L. Mester: Synthese des Apigenin-glykosids-(5) der Amorpha fruticosa L. Ber. dtsch. chem. Ges. 76, 776 (1943).
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Venkataraman, K. (1959). Flavones and Isoflavones. In: Zechmeister, L. (eds) Fortschritte der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products / Progrès dans la Chimie des Substances Organiques Naturelles. Fortschritte der Chemie Organischer Naturstoffe / Progress in the Chemistry of Organic Natural Products / Progrès dans la Chimie des Substances Organiques Naturelles, vol 17. Springer, Vienna. https://doi.org/10.1007/978-3-7091-8052-5_1
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