Abstract
Various plant preparations have been recommended for treatment of warts, tumors and cancerous growths throughout recorded history. In a classic survey of the available literature, Hartwell1 identified over 3,000 plants reported to be of use in the treatment of these maladies. Numerous plant extracts have been subjected to detailed testing and fractionation studies in recent years and a wide variety of new active compounds have been isolated. Many of these new materials show promising antitumor activity in animal test systems and in preliminary clinical trials.
The mention of firm names or trade products does not imply that they are endorsed or recommended by the U.S. Department of Agriculture over other firms or similar products not mentioned.
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References
Hartwell, J.L. 1967. Plants used against cancer. A survey. Lloydia 30: 379 (with ten additional installments ending with Lloydia 34: 386 ).
Carter, S.K. and R.B. Livingston. 1976.. Plant products in cancer chemotherapy. Cancer Treat. Rep. 60: 1141.
Schepartz, S.A. 1976. History of the National Cancer Institute and the Plant Screening Program. Cancer Treat. Rep. 60: 975.
Perdue, R.E., Jr. 1976. Procurement of plant materials for antitumor screening. Cancer Treat. Rep. 60: 987.
Abbott, B.J. 1976. Bioassay of plant extracts for anticancer activity. Cancer Treat. Rep. 60: 1007.
Geran, R.I., N.H. Greenberg, M.M. MacDonald, A.M. Schumacher and B.J. Abbott. 1972. Protocols for screening chemical agents and natural products against animal tumors and other biological systems (Third Edition). Cancer Chemother. Rep. Part 3, 3: 1.
Hartwell, J.L. and B.J. Abbott. 1969. Antineoplastic principles in plants: recent developments in the field. Adv. Pharmacol. Chemother. 7: 117.
Kupchan, S.M. 1975. Advances in the chemistry of tumor-inhibitory natural products. Rec. Adv. Phytochem. 9: 167.
Hartwell, J.L. 1976. Types of anticancer agents isolated from plants. Cancer Treat. Rep. 60: 1031.
Wall, M.E. and M.C. Wani. 1977. Antineoplastic agents from plants. Annu. Rev. Pharmacol. Toxicol. 17: 117.
Cordell, G.A. 1979. Anticancer agents from plants. Prog. Phytochem. 5: 273.
Pettit, G.R. 1977. Biosynthetic products for cancer therapy. 1: 228 pp.
Tornita, M., H. Furukawa, S.T. Lu and S.M. Kupchan. 1965. The constitution of thalicarpine. Tetrahedron Lett. 4309.
Kupchan, S.M., N. Yokoyama and B.S. Thyagarajan. 1961. Menispermaceae alkaloids. H. The alkaloids of Cyclea peltata Diels. J. Pharm. Sci. 50: 164.
Kupchan, S.M. and A.J. Liepa. 1971. Total synethesis of the tumor-inhibitory alkaloids thalicarpine and hernandaline. Chem. Commun. 599.
Gilmore, C.J., R.F. Bryan and S.M. Kupchan. 1976. Conformation and reactivity of the macrocyclic tumor-inhibitory alkaloid tetrandrine. J. Am. Chem. Soc. 98: 1947.
Sieber, S.M., J.A.R. Mead and R.H. Adamson. 1976. Pharmacology of antitumor agents from higher plants. Cancer Treat. Rep. 60: 1127.
Herman, E.H. and D.P. Chadwick. 1974. Cardiovascular effects of d-tetrandrine. Pharmacology 12: 97.
Panettiere, F. and C.A. Coltman, Jr. 1971. Phase I experience with emetine hydrochloride (NSC 33669) as an antitumor agent. Cancer 27: 835.
Siddiqui, S., D. Firat and S. Olshin. 1973. Phase II study of emetine (NSC 33669) in the treatment of solid tumors. Cancer Chemother. Rep. Part I, 57: 423.
Wall, M.E., M.C. Wani, C.E. Cook, K.N. Palmer, A.T. McPhail and G.A. Sim. 1966. Plant antitumor agents. I. The isolation and structure of camptothecin, a novel alkaloidal leukemia and tumor inhibitor from Camptotheca acuminata. J. Am. Chem. Soc. 88: 3888.
Wani, M.C. and M.E. Wall. 1969. Plant antitumor agents. II. The structure of two new alkaloids from Camptotheca acuminata. J. Org. Chem. 34: 1364.
Moertel, C.G., A.J. Schutt, R.J. Reitemeier and R.G. Hahn. 1972. Phase II study of camptothecin (NSC 100880) in the treatment of advanced gastrointestinal cancer. Cancer Chemother. Rep. Part I, 56: 95.
Gottlieb, J.A. and J.K. Luce. 1972. Treatment of malignant melanoma with camptothecin (NSC 100880). Cancer Chemother. Rep. Part 1, 56: 103.
Schaeppi, U., R.W. Fleischman and D.A. Cooney. 1974. Toxicity of camptothecin (NSC 100880). Cancer Chemother. Rep. Part 3, 5: 25.
Agarwal, J.S. and R.P. Rastogi. 1973. Chemical constituents of Mappia foetida Miers. Indian J. Chem. 11: 969.
Tafur, S., J.D. Nelson, D.C. DeLong and G.H. Svoboda. 1976. Antiviral components of Ophiorrhiza mungos. Isolation of camptothecin and 10-methoxycamptothecin. Lloydia 39: 261.
Winterfeldt, E. 1975. Recent Dev. Chem. Nat. Carbon Compd. 6: 9.
Shamma, M. and V. St. Georgiev. 1974. Camptothecin. J. Pharm. Sci. 63: 163.
Schultz, A.G. 1973. Camptothecin. Chem. Rev. 73: 385.
Svoboda, G.H., G.A. Poore and M.L. Montfort. 1968. Alkaloids of Ochrosia maculata Jacq. (Ochrosia borbonica Gmel.). J. Pharm. Sci. 57: 1720.
Hayat, M., G. Mathé, M.M. Janot, P. Potier, N. Dat-Xuong, A. Cavé, T. Sevenet, C. Kan-Fan, J. Poisson, J. Miet, J. Le Men, F. LeGoffic, A. Gouyette, A. Ahond, L.K. Dalton and T.A. Connors. 1974. Experimental screening of 3 forms and 19 derivatives or analogs of ellipticine: oncostatic effect on L1210 leukemia and immunosuppressive effect of 4 of them. Biomedicine 21: 101.
Herman, E.H., D.P. Chadwick and R.M. Mhatre. 1974. Comparison of the acute hemolytic and cardiovascular actions of ellipticine (NSC 71795) and some ellipticine analogs. Cancer Chemother. Rep. Part 1, 58: 637.
Svoboda, G.H., G.H. Poore, P.J. Simpson and G.B. Boder. 1966. Alkaloids of Acronychia baueri Schott. I. Isolation of the alkaloids and a study of the antitumor and other biological properties of acronycine. J. Pharm. Sci. 55: 758.
Svoboda, G.H. 1966. Alkaloids of Acronychia baueri (Bauerella australiana). II. Extraction of the alkaloids and studies of structure-activity relationships. Lloydia 29: 206.
Schneider, J., E.L. Evans, E. Grunberg and R.I. Fryer. 1972. Synthesis and biological activity of acronycine analogs. J. Med. Chem. 15: 266.
Beck, J.R., R. Kwok, R.N. Booher, A.C. Brown, L.E. Patterson, P. Pranc, B. Rockey and A. Pohland. 1968. Synthesis of acronycine. J. Am. Chem. Soc. 90: 4706.
Mulchandani, N.B. and S.R. Venkatachalam. 1976. Alkaloids of Pergularia pallida. Phytochemistry 15: 1561.
Gellert, E., T.R. Govindachari, M.V. Lakshmikantham, I.S. Ragade, R. Rudzats and N. Viswanathan. 1962. The alkaloids of Tylophora crebriflora: structure and synthesis of tylocrebrine, a new phenanthroindolizidine alkaloid. J. Chem. Soc. 1008.
Farnsworth, N.R., A.S. Bingel, H.H.S. Fong, A.A. Saleh, G.M. Christenson and S.M. Sauffer. 1976. Oncogenic and tumor-promoting spermatophytes and pteridophytes and their active principles. Cancer Treat.Rep.60: 1171.
Kupchan, S.M., R.W. Doskotch and P.W. Vanevenhoven. 1964. Tumor inhibitors. III. Monocrotaline, the active principle of Crotalaria spectabilis. J. Pharm. Sci. 53: 343.
Kugelman, M., W. Liu, M. Axelrod, T.J. McBride and K.V. Rao. 1976. Indicine-N-Oxide: the antitumor principle of Heliotropium indicum. Lloydia 39: 125.
Kupchan, S.M., Y. Aynehchi, J.M. Cassady, H.K. Schnoes and A.L. Burlingame. 1969. Tumor inhibitors. XL. The isolation and structural elucidation of elephantin and elephantopin, two novel sesquiterpenoid tumor inhibitors from Elephantopus elatus. J. Org. Chem. 34: 3867.
Kupchan, S.M., R.J. Hemingway, D. Werner and A. Karim. 1969. Tumor Inhibitors. XLVI. Vernolepin, a novel sesquiterpene dilactone tumor inhibitor from Vernonia hymenolepis A. Rich. J. Org. Chem. 34: 3903.
Kupchan, S.M., M.A. Eakin and A.M. Thomas. 1971. Tumor inhibitors. 69. Structure-cytotoxicity relationships among the sesquiterpene lactones. J. Med. Chem. 14: 1147.
Rodriguez, E., G.H.N. Towers and J.C. Mitchell. 1976. Biological activities of sesquiterpene lactones. Phytochemistry 15: 1573.
Mitchel, J.C. 1975. Contact allergy from plants. Recent Adv. Phytochem. 9: 119.
Block, J.B., A.A. Serpick, W. Miller and P.H. Wiernik. 1974. Early clinical studies with lapachol (MSC 11905). Cancer Chemother. Rep. Part 2, 4: 27.
Rao, K.V. 1974. Quinone natural products: streptonigrin (NSC 45383) and lapachol (NSC 11905) structure-activity relationships. Cancer Chemother. Rep. Part 2, 4: 11.
Messmer, W.M., M. Tin-Wa, H.H.S. Fong,,,C. Bevelle, N.R. Farnsworth, D.J. Abraham and J. Trojanek. 1972. Fagaronine, a new tumor inhibitor isolated from Fagara zanthoxyloides Lam. (Rutaceae). J. Pharm. Sci. 61: 1858.
Arthur, H.R., W.H. Hui and Y.L. Ng. 1959. An examination of the rutaceae of Hong Kong. Part II. The alkaloids, nitidine and oxynitidine, from Zanthoxylum nitidum. J. Chem. Soc. 1840.
Gillespie, J.P., L.G. Amoros and F.R. Stermitz. 1974. Synthesis of fagaronine. An anticancer benzophenanthridine alkaloid. J. Org. Chem. 39: 3239.
Ninomiya, I., T. Naito and H. Ishii. 1975. Synthesis of N-demethylfagaronine. Heterocycles 3: 307.
Stermitz, F.R., K.A. Larson and D.K. Kim. 1973. Some structural relationships among cytotoxic and antitumor benzophenanthridine alkaloid derivatives. J. Med. Chem. 16: 939.
Powell, R.G., D. Weisleder and C.R. Smith, Jr. 1972. Antitumor alkaloids from Cephalotaxus harringtonia: structure and activity. J. Pharm. Sci. 61: 1227.
Corbett, T.H., D.P. Griswold, Jr., B.J. Roberts, J.C. Peckham and F.M. Schable, Jr. 1977. Evaluation of single agents and combinations of chemotherapeutic agents in mouse colon carcinomas. Cancer 40: 2660.
Weinreb, S.M. and J. Auerbach. 1975. Total synthesis of the Cephalotaxus alkaloids. Cephalotaxine, cephalotaxinone and demethylcephalotaxinone. J. Am. Chem. Soc. 97: 2503.
Semmelhack, M.F., B.P. Chong, R.D. Stauffer, T.D. Rogerson, A. Chong and L.D. Jones. 1975. Total synthesis of the Cephalotaxus alkaloids. A problem in nucleophilic aromatic substitution. J. Am. Chem. Soc. 97: 2507.
Mikolajczak, K.L., C.R. Smith, Jr., D. Weisleder, T.R. Kelly, J.C. McKenna and P.A. Christenson. 1974. Synthesis of deoxyharringtonine. Tetrahedron Lett. 283.
Anon. 1975. Partial synthesis of harringtonine. ‘Co Hsueh T’ung Pao 20: 437.
Mikolajczak, K.L. and C.R. Smith, Jr. 1978. Synthesis of harringtonine, a Cephalotaxus antitumor alkaloid. J. Org. Chem. 43: 4762.
Kelly, T.R., R.W. McNutt, M. Montury, N.P. Tosches, K.L. Mikolajczak, C.R. Smith, Jr. and D. Weisleder. 1979. Preparation of harringtonine from cephalotaxine. J. Org. Chem. 44: 63.
Mikolajczak, K.L. and C.R. Smith, Jr. 1979. Synthetic cephalotaxine esters having antileukemic activity. U.S. Patent 4,152, 333.
Smith, C.R., Jr., K.L. Mikolajczak and R.G. Powell. Harringtonine and related cephalotaxine esters. In Design and Synthesis of Potential Anti-Cancer Agénts Based on Natural Product Models (J.M. Cassady and J.D. Douros, eds). In press.
Anon. 1976. Cephalotaxine esters in the treatment of acute leukemia, a preliminary clinical assessment. Chin. Med. J. (Peking Engl. Ed.) 2: 263.
Anon. 1977. Harringtonine in acute leukemias, clinical analysis of 31 cases. Chin. Med. J. (Peking Engl. Ed.) 3: 319.
Wani, M.C., H.L. Taylor, M.E. Wall, P. Coggon and A.T. McPhail. 1971. Plant antitumor agents. VI. The isolation and structure of taxol, a novel antileukemic and antitumor agent from Taxus brevifolia. J. Am. Chem. Soc. 93: 2325.
Powell, R.G., R.W. Miller and C.R. Smith, Jr. 1979. Cephalomannine; a new antitumor alkaloid from Cephalotaxus mannii. Chem. Commun. 102.
Polonsky, J. 1973. Quassinoid bitter principles. Prog. Chem. Org. Nat. Prod. 30: 101.
Kupchan, S.M., R.W. Britton, J.A. Lacadie, M.F. Ziegler and C.W. Sigel. 1975. The isolation and structural elucidation of bruceantin and bruceantinol, new potent antileukemic quassinoids from Brucea antidysenterica. J. Org. Chem. 40: 648.
Ogura, M., G.A. Cordell, A.D. Kinghorn and N.R. Farnsworth. 1977. Potential anticancer agents. VI. Constituents of Ailanthus excelsa (Simaroubaceae). Lloydia 40: 579.
Wani, M.C., H.L. Taylor, J.B. Thompson and M.E. Wall. 1978. Plant antitumor agents. XVI. 6a-Senecioyloxychaparrinone, a new antileukemic quassinoid from Simaba multiflora. Lloydia 41: 578.
Wall, M.E. and M.C. Wani. 1978. Plant antitumor agents. 17. Structural requirements for antineoplastic activity in quassinoids. J. Med. Chem. 21: 1186.
Evans, F.J. and C.J. Soper. 1978. The tigliane, daphnane and ingenane diterpenes, their chemistry, distribution and biological activities. A review. Lloydia 41: 193.
Kupchan, S.M., J.G. Sweeny, R.L. Baxter, T. Murae, V.A. Zimmerly and B.R. Sickles. 1975. Gnididin, gniditrin and gnidicin, novel potent antileukemic diterpenoid esters from Gnidia lamprantha. J. Am. Chem. Soc. 97: 672
Kupchan, S.M., Y. Shizuri, T. Murae, J.G. Sweeny, H.R. Haynes, M.S. Shen, J.C. Barrick, R.F. Bryan, D. van der Helm and K.K. Wu. 1976. Gnidimacrin and gnidimacrin 20-palmitate, novel macrocyclic antileukemic diterpenoid esters from Gnidia subcordata. J. Am. Chem. Soc. 98: 5719.
Kupchan, S.M. and R.L. Baxter. 1975. Mezerein: anti-leukemic principle isolated from Daphne mezereum L. Science 187: 652.
Kupchan, S.M., Y. Komoda, W.A. Court, G.J. Thomas, R.M. Smith, A. Karim, C.J. Gilmore, R.C. Haltiwanger and R.F. Bryan. 1972. Maytansine, a novel antileukemic ansa macrolide from Maytenus ovatus. J. Am. Chem. Soc. 95: 1354.
Wani, M.C., H.L. Taylor and M.E. Wall. 1973. Plant antitumor agents: colubrinol acetate and colubrinol, antileukaemic ansa macrolides from Colubrina texensis. Chem. Commun. 390.
Kupchan, S.M., Y. Komoda, A.R. Branfman, A.T. Sneden, W.A. Court, G.J. Thomas, N.P.J. Hintz, R.M. Smith, A. Karim, G.A. Howie, A.K. Verma, Y. Nagao, R.G. Dailey, Jr., V.A. Zimmerly and W.C. Sumner, Jr. 1977. The maytansinoids. Isolation, structural elucidation and chemical interrelation of novel ansa macrolides. J. Org. Chem. 42: 2349.
Kupchan, S.M., A.T. Sneden, A.R. Branfman, G.A. Howie, L.I. Rebhun, W.E. Mclvor, R.W. Wang and T.C. Schnaitman. 1978. Structural requirements for anti-leukemic activity among the naturally occurring and semisynthetic maytansinoids. J. Med. Chem. 21: 31.
Chabner, B.A., A.S. Levine, B.L. Johnson and R.C. Young. 1978. Initial clinical trials of maytansine, an antitumor plant alkaloid. Cancer Treat. Rep. 62: 429.
Kingsbury, J.M. 1964. Poisonous Plants of the United States and Canada, Prentice-Hall, pp. 353–357.
Powell, R.G., C.R. Smith, Jr. and R.V. Madrigal. 1976. Antitumor activity of Sesbania vesicaria, S. punicea and S. drummondii seed extracts. Planta Méd. 30: 1.
Powell, R.G., C.R. Smith, Jr., D. Weisleder, D.A. Muthard and J. Clardy. 1979. Sesbanine, a novel cytotoxic alkaloid from Sesbania drummondii. J. Am. Chem. Soc. 101: 2784.
Kupchan, S.M., W.A. Court, R.G. Dailey, Jr., C.J. Gilmore and R.F. Bryan. 1972. Triptolide and tripdiolide, novel antileukemic diterpenoid triepoxides from Tripterygium wilfordii. J. Am. Chem. Soc. 94: 7194.
Kupchan, S.M., D.R. Streelman, B.B. Jarvis, R.G. Dailey, Jr. and A.T. Sneden. 1977. Isolation of potent new antileukemic trichothecenes from Baccharis megapotamica. J. Org. Chem. 42: 4221.
Douros, J. and M. Suffness. 1978. New natural products of interest under development at the National Cancer Institute. Cancer Chemother. Pharmacol. 1: 91.
Jolad, S.D., R.M. Wiedhopf and J.R. Cole. 1975. Tumor-inhibitory agent from Montezuma speciosissima (Malvaceae). J. Pharm. Sci. 64: 1889.
Anon. February 19, 1979. Chem. Eng. News., p. 33.
Spencer, G.F., R.D. Plattner and R.G. Powell. 1976. Quantitative gas chromatography and gas chromatography-mass spectrometry of Cephalotaxus alkaloids. J. Chromatogr. 120: 335.
Kupchan, S.M., C.W. Sigel, L.J. Guttman, R.J. Restivo and R.F. Bryan. 1972. Datiscoside, a novel anti-leukemic cucurbitacin glycoside from Datisca glomerata. J. Am. Chem. Soc. 94: 1353.
Ogura, M., K. Koike, G.A. Cordell and N.R. Farnsworth. 1978. Potential anticancer agents. VIII. Constituents of Baliospermum montanum (Euphorbiaceae). Planta Med. 33: 128.
Loder, J.W. and R.H. Nearn. 1975. 30-Acetoxynorerythrosuamine, a highly cytotoxic alkaloid from Erythrophleum. Tetrahedron Lett. 2497.
Warthen, D., E.L. Gooden and M. Jacobson. 1969. Tumor inhibitors: liriodenine, a cytotoxic alkaloid from Annona glabra. J. Pharm. Sci. 58: 637.
Galsky, A.G., J.P. Wilsey and R.G. Powell. 1980. Crown-gall tumor disc bioassay: a possible aid in the detection of compounds with antitumor activity. Plant Physiol. 65: 184.
Glogowski, W. and A.G. Galsky. 1978. Agrobacterium tumefaciens site attachment as a necessary prerequisite for crown gall tumor formation on potato discs. Plant Physiol. 61: 1031.
Richardson, C.L. and D.J. Morre. 1978. Chemotherapy of plant tumors: regression of crown gall tumors with D-glucosamine. Bot. Gaz. 139: 196.
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Powell, R.G., Smith, C.R. (1980). Antitumor Agents from Higher Plants. In: Swain, T., Kleiman, R. (eds) The Resource Potential in Phytochemistry. Recent Advances in Phytochemistry, vol 14. Springer, Boston, MA. https://doi.org/10.1007/978-1-4684-8309-3_2
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