Abstract
A large number of alkaloids are based on terpenoid structures. In most instances, the source of the nitrogen is not established, but the remaining portions of the molecule typically arise via the pathways leading to the various groups of terpenes.
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References
ATTA-UR-RAHMAN and M. I. CHOUDHARY, Steroidal alkaloids, in Alkaloids and Sulphur Compounds (P. G. Waterman, ed.), Vol. 8 of Methods in Plant Biochemistry (P. M. Dey and J. B. Harborne, eds.), 473–510, Academic Press, London, 1993.
ATTA-UR-RAHMAN and A. MUZAFFAR, Steroidal alkaloids of Apocynaceae and Buxaceae, in The Alkaloids, Vol. 32 (A. Brossi, ed.), 79–240, Academic Press, New York, 1988.
BARBOUR, J. D. and G. G. KENNEDY, Role of steroidal glycoalkaloid α-tomatine in host-plant resistance of tomato to Colorado potato beetle, J. Chem. Ecol., 17, 989–1005 (1991).
BEIER, R. C. and H. N. NIGG, Natural toxicants in foods, in Phytochemical Resources for Medicine and Agriculture (H. N. Nigg and D. S. Seigler, eds.), 247–376, Plenum Press, New York, 1992.
BENN, M. H., Diterpene alkaloids, in Alkaloids and Sulphur Compounds (P. G. Waterman, ed.), Vol. 8 of Methods in Plant Biochemistry (P. M. Dey and J. B. Harborne, eds.), 373–419, Academic Press, London, 1993.
BENN, M. H. and J. M. JACYNO, The toxicology and pharmacology of diterpenoid alkaloids, in Alkaloids. Chemical and Biological Perspectives, Vol. 1 (S. W. Pelletier, ed.), 451–472, Wiley, New York, 1983.
BISSET, N. G., Hunting poisons of the North Pacific region, Lloydia, 39, 87–124 (1976).
BLECHERT, S. and D. GUENARD, Taxus alkaloids, in The Alkaloids, Vol. 39 (A. Brossi, ed.), 195–238, Academic Press, New York, 1990.
BORRIS, R. P. and J. M. SCHAEFFER, Antiparasitic agents from plants, in Phytochemical Resources for Medicine and Agriculture (H. N. Nigg and D. S. Seigler, eds.), 117–158, Plenum Press, New York, 1992.
BRADLEY, V., D. J. COLLINS, F. W. EASTWOOD, M. C. IRVINE, J. M. SWAN, and D. E. SYMON, Distribution of steroidal alkaloids in Australian species of Solanum in The Biology and Taxonomy of the Solanaceae (J. G. Hawkes, R. N. Lester, and A. D. Skelding, eds.), Linnear Society of London Symposium Series 7, 203–209, Academic Press, London, 1979.
BRENNEISEN, R. and M. A. ELSOHLY, Socio-economic poisons: Khat, the natural amphetamine, in Phytochemical Resources for Medicine and Agriculture (H. N. Nigg and D. S. Seigler, eds.), 97–116, Plenum Press, New York, 1992.
BROWN, K. S., Jr., Abnormal steroidal alkaloids, in Chemistry of the Alkaloids (S. W. Pelletier, ed.), 631–667, Van Nostrand Reinhold, New York, 1970.
CERNY, V. and F. SORM, Steroid alkaloids: Alkaloids of Apocynaceae and Buxaceae, in The Alkaloids, Vol. 9 (R. H. F. Manske, ed.), 305–426, Academic Press, New York, 1967.
CLARK, A. M. and C. H. HUFFORD, Antifungal alkaloids, in The Alkaloids, Vol. 42 (G. A. Cordell, ed.), 117–150, Academic Press, New York, 1992.
CORDELL, G. A., Introduction to Alkaloids: A Biogenetic Approach, Wiley-Interscience, New York, 1981.
CRABB, T. A., Nuclear magnetic resonance of alkaloids, in Annual Reports on NMR Spectroscopy, Vol. 13 (G. A. Webb, ed.), 60–210, Academic Press, London, 1982.
CROMBIE, L., The cathedulin alkaloids, Bull. Narcot., 32, 37–50 (1980).
CROMBIE, L., W. M. L. CROMBIE, and D. A. WHITING, Alkaloids of khat (Catha edulis), in The Alkaloids, Vol. 39 (A. Brossi, ed.), 139–164, Academic Press, New York, 1990.
CUTLER, H. G., An historical perspective of ancient poisons, in Phytochemical Resources for Medicine and Agriculture (H. N. Nigg and D. S. Seigler, eds.), 1–13, Plenum Press, New York, 1992.
DALY, J. W., H. M. GARRAFFO, and T. F. SPANDE, Amphibian alkaloids, in The Alkaloids, Vol. 43 (G. A. Cordeil, ed.), 185–288, Academic Press, New York, 1993.
D’ARCY, W. G., The classification of the Solanaceae, in The Biology and Taxonomy of the Solanaceae (J. G. Hawkes, R. N. Lester, and A. D. Skelding, eds.), Linnear Society of London Symposium Series 7, 3–47, Academic Press, London, 1979.
D’ARCY, W. G. (ed.), Solanaceae. Biology and Systematics, Columbia University Press, New York, 1986.
DRESSLER, R. L., The Orchids: Natural History and Classification, Harvard University Press, Cambridge, MA, 1981.
DRUMMOND, B. A., III, Coevolution of ithomiine butterflies and solanaceous plants, in Solanaceae. Biology and Systematics (W. G. D’Arcy, ed.), 307–327, Columbia University Press, New York, 1986.
FODOR, G. and B. COLASANTI, The pyridine and piperidine alkaloids: Chemistry and pharmacology, in Alkaloids: Chemistry and pharmacology, in Alkaloids: Chemical and Biological Perspectives, Vol. 3 (S. W. Pelletier, ed.), 1–90, Wiley, New York, 1985.
GEISSMAN, T. A. and D. H. G. CROUT, Organic Chemistry of Secondary Metabolism, Freeman Cooper, San Francisco, 1969.
GREENHILL, J. V. and P. GRAYSHAN, The cevane group of Veratrum alkaloids, in The Alkaloids, Vol. 41 (A. Brossi and G. A. Cordell, eds.), 177–237, Academic Press, New York, 1992.
GROSS, D., H. R. SCHüTTE, and K. SCHREIBER, Isoprenoid alkaloids, in Biochemistry of Alkaloids (K. Mothes, H. R. Schütte, and M. Luckner, eds.), 354–384, VCH Verlagsgesellschaft, Weinheim, 1985.
HABERMEHL, G., The steroid alkaloids: The Salamandra group, in The Alkaloids, Vol. 9 (R. H. F. Manske, ed.), 427–440, Academic Press, New York, 1967.
HAN, G., Y. CHEN, and X. LIANG, Distribution of alkaloids in traditional Chinese medicinal plants, in The Alkaloids, Vol. 32 (A. Brossi, ed.), 241–270, Academic Press, New York, 1988.
HARBORNE, J. B., Systematic significance of variations in defense chemistry, in Solanaceae. Biology and Systematics (W. G. D’Arcy, ed.), 328–344, Columbia University Press, New York, 1986.
HEGNAUER, R., Chemotaxonomie der Pflanzen, Vol. 3, Birkhäuser Verlag, Basel, 1964.
HOWARD, A. S. and J. P. MICHAEL, Simple indolizidine and quinolizidine alkaloids, in The Alkaloids, Vol. 28 (A. Brossi, ed.), 183–308, Academic Press, New York, 1986.
JEGER, O. and V. PRELOG, Steroid alkaloids. Veratrum group, in The Alkaloids, Vol. 7 (R. H. F. Manske, ed.), 364–418, Academic Press, New York, 1960a.
JEGER, O. and V. PRELOG, Steroid alkaloids: The Holarrhena group, in The Alkaloids, Vol. 7 (R. H. F. Manske, ed.), 319–342, Academic Press, New York, 1960b.
JOHNS, T. A., Chemical ecology of the Aymara of Western Bolivia: Selection for glycoalkaloids in the Solanum X ajanhuiri domestication process, Ph.D. dissertation, University of Michigan, Ann Arbor, 1985 (Diss. Abs. DA8512440).
JOHNS, T. A., With Bitter Herbs They Shall EatIt, University of Arizona, Tucson, 1990.
JUVIK, J. A. and M. A. STEVENS, Inheritance of foliar α-tomatine content in tomatoes, J. Am. Hort. Soc., 107, 1061–1065 (1982).
JUVIK, J. A., M. J. BERLINGER, T. BEN-DAVID, and J. RUDICH, Resistance among accessions of the genera Lycopersicon and Solanum to four of the main insect pests of tomato in Israel, Phytoparasitica, 10, 145–156 (1982).
KEELER, R. F., Teratology of steroidal alkaloids, in Alkaloids: Chemical and Biological Perspectives, Vol. 4 (S. W. Pelletier, ed.), 389–425, John Wiley & Sons, New York, 1986.
KUPCHAN, S. M. and A. W. BY, Steroid alkaloids: The Veratrum group, in The Alkaloids, Vol. 10 (R. H. F. Manske, ed.), 193–286, Academic Press, New York, 1968.
LEETE, E., The biosynthesis of alkaloids, Specialist Periodic Reports, Biosynthesis, 102–223, The Royal Society of Chemistry, Cambridge, 1983.
LEVINSON, H. Z., The defensive role of alkaloids in insects and plants, Experientia, 32, 408–411 (1976).
MANN, J., Secondary Metabolism, Oxford University Press, Oxford, 1978; 2nd edition 1987.
MATA, R., Chemical studies and biological aspects of some Mexican plants used in traditional medicine, in Phytochemical Potential of Tropical Plants (K. R. Downum, J. T. Romeo, and H. A. Stafford, eds.), 41–64, Plenum Press New York, 1993.
MATA, R., F. CALZADA, E. DIAZ, and R. A. TOSCANO, Sesquiterpene evoninoate alkaloids from Hippocratea excelsa, Planta Medica, 56, 517 (1990).
MCCOY, J. W. and F. R. STERMITZ, Alkaloids from Castilleja miniata and Penstemon whippleanus, two host species for the plume moth, Amblyptilia (Platyptilia)mica, J. Nat. Prod., 46, 902–907 (1983).
MILLER, R. W., R. G. POWELL, C. R. SMITH, Jr., E. ARNOLD, and J. CLARDY, Antileukemic alkaloids from Taxus wallichiana Zucc, J. Org. Chem., 46, 1469–1474 (1981).
NAHRSTEDT, A., Chemische Waffen bei höheren Pflanzen, Pharmazie in unserer Zeit., 8, 129–138 (1979).
PELLETIER, S. W., Studies in the chemistry of natural products: Rearrangement reactions of diterpenoid and norditerpenoid alkaloids, J. Nat. Prod., 55, 1–24 (1992).
PELLETIER, S. W. and N. V. MODY, The structure and synthesis of C19-diterpenoid alkaloids, in The Alkaloids, Vol. 17 (R. H. F. Manske and R. G. A. Rodrigo, eds.), 2–104, Academic Press, New York, 1979.
PELLETIER, S. W. and N. V. MODY, The chemistry of C20-diterpenoid alkaloids, in The Alkaloids, Vol. 18 (R. H. F. Manske and R. G. A. Rodrigo, eds.), 100–216, Academic Press, New York, 1981.
POWELL, R. G., R. W. MILLER, and C. R. SMITH, Jr., Cephaloman-nine; a new antitumour alkaloid from Cephalotaxus mannii, Chem. Commun., 102–104 (1979).
PRELOG, V. and O. JEGER, The chemistry of Solanum and Veratrum alkaloids, in The Alkaloids, Vol. 3 (R. H. F. Manske and H. L. Holmes eds.), 248–312, Academic Press, New York, 1953.
PRELOG, V. and O. JEGER, Steroid alkaloids. The Solanum group, in The Alkaloids, Vol. 7 (R. H. F. Manske, ed.), 343–363, Academic Press, New York, 1960.
RIPPERGER, H. and K. SCHREIBER, Solanum steroid alkaloids, in The Alkaloids, Vol. 19 (R. H. F. Manske and R. G. A. Rodrigo, eds.), 81–192, Academic Press, New York, 1981.
ROBY, M. R. and F. R. STERMITZ, Pyrrolizidine and pyridine monoterpene alkaloids from two Castilleja plant hosts of the plume moth, Platyptilia pica, J. Nat. Prod., 47, 846–853 (1984).
RODDICK, J. G., Isoprenoid alkaloids, in Secondary Plant Products (E. A. Bell and B. V. Charlwood, eds.), 167–184, Springer-Verlag, Berlin, 1980.
RODDICK, J. G., Steroidal alkaloids of the Solanaceae, in Solana-ceae. Biology and Systematics (W. G. D’Arcy, ed.), 201–222, Columbia University Press, New York, 1986.
RODDICK, J. G., A. L. RIJNENBERG, and S. F. OSMAN, Synergistic interaction between potato glycoalkaloids α-solanine and α-chaconine in relation to destabilization of cell membranes: Ecological implications, J. Chem. Ecol., 14, 889–902 (1988).
SATO, Y., Steroidal alkaloids, in Chemistry of the Alkaloids (S. W. Pelletier, ed.), 521–629, Van Nostrand Reinhold, New York, 1970.
SCHREIBER, K., Steroid alkaloids: The Solanum group, in The Alkaloids, Vol. 10 (R. H. F. Manske, ed.), 1–192, Academic Press, New York, 1968.
SCHREIBER, K., The steroid alkaloids of Solanum, in The Biology and Taxonomy of the Solanaceae (J. G. Hawkes, R. N. Lester, and A. D. Skelding, eds.), Linnear Society of London Symposium Series 7, 193–202, Academic Press, London, 1979.
SPECIALIST PERIODIC REPORT, Alkaloids, Vol. 5, Chemical Society, London, 1975.
STERMITZ, F. R. and G. H. HARRIS, Reappraisal of the structure for the alkaloid buddamin from Buddleya davidii, Tetrahedron Lett., 26, 5251–5252 (1985).
STRUNZ, G. M. and J. A. FINDLAY, Pyridine and piperidine alkaloids, in The Alkaloids, Vol. 26 (A. Brossi, ed.), 89–184, Academic Press, New York, 1985.
SUFFNESS, M. and G. A. CORDELL, Antitumor alkaloids, in The Alkaloids, Vol. 25 (A. Brossi, ed.), 3–355, Academic Press, New York, 1985.
SZENDREI, K., The chemistry of khat, Bull. Narcot., 32, 5–35 (1980).
TOMKO, J. and Z. VOTICKY, Steroid alkaloids: The Veratrum and Buxus groups, in The Alkaloids, Vol. 14 (R. H. F. Manske, ed.), 1–83, Academic Press, New York, 1973.
VERPOORTE, R., R. VAN DER HEUDEN, W. M. VAN GULIK, and H. J. G. TEN HOOPEN, Plant biotechnology for the production of alkaloids: Present status and prospects, in The Alkaloids, Vol. 40 (A. Brossi, ed.), 1–188, Academic Press, New York, 1991.
WALLER, G. R. and E. K. NOWACKI, Alkaloid Biology and Metabolism in Plants, Plenum Press, New York, 1978.
WINK, M., Allelochemical properties or the raison d’etre of alkaloids, in The Alkaloids, Vol. 43 (G. A. Cordell, ed.), 1–118, Academic Press, New York, 1993.
WITHERUP, K. M., S. A. LOOK, M. W. STASKO, and G. M. CRAGG, Taxus spp. needles contain amounts of taxol comparable to the bark of Taxus brevifolia: Analysis and isolation, J. Nat. Prod., 53, 1249–1255 (1990).
WITKOP, B. and E. GöSSINGER, Amphibian alkaloids, in The Alkaloids, Vol. 21 (A. Brossi, ed.), 139–254, Academic Press, New York, 1983.
YAMAMURA, S., Daphniphyllum alkaloids, in The Alkaloids, Vol. 29 (A. Brossi, ed.), 265–286, Academic Press, New York, 1986.
YAMAMURA, S. and Y. HIRATA, The Daphniphyllum alkaloids, in The Alkaloids, Vol. 15 (R. H. F. Manske, ed.), 41–82, Academic Press, New York, 1975.
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Seigler, D.S. (1998). Alkaloids of Terpenoid Origin (excepting indole alkaloids and ergot alkaloids). In: Plant Secondary Metabolism. Springer, Boston, MA. https://doi.org/10.1007/978-1-4615-4913-0_36
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