Camptothecin

• Catalog No.: Bio-0611
• CAS Number: 7689-03-4
• M. F.: C20H16N2O4
• M. W.: 348.35204

SYNONYMS

• IUPAC name: (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione
• IUPAC Traditional name: (19S)-19-ethyl-19-hydroxy-17-oxa-3,13-diazapentacyclo[11.8.0.0^2,^1^1.0^4,^9.0^1^5,^2^0]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaene-14,18-dione

DATABASE IDS

• CAS Number: 7689-03-4

PROPERTIES

• Application(s): Shows potent antineoplastic activity in exp. animals
• Application(s): Used clinically in China against gastrointestinal tumours
• Application(s): Shows plant growth regulatory and insect chemosterilant props.
• Application(s): Severe side effects and rapid hydrol. at physiological pH have inhibited widespread clinical use
• Application(s): Shows anti-HIV and antiprotozoal activity
• Application(s): Cytostatic
• Biological Source: Alkaloid from Camptotheca acuminata, Mappia foetida, Ervatamia heyneana and Ophiorrhiza mungos (Nyssaceae, Rubiaceae, Apocynaceae)
• Mechanism of Action: Inhibits the DNA enzyme topoisomerase

REFERENCES

• Wall, M.E. et al., J.A.C.S., 1966, 88, 3888, (isol, uv, ir, pmr, cryst struct)
• Winterfeldt, E. et al., Angew. Chem., Int. Ed., 1972, 11, 289, (synth)
• Boch, M. et al., Chem. Ber., 1972, 105, 2126, (synth)
• Tang, C. et al., J.A.C.S., 1972, 94, 8615, (synth, uv)
• Sugasawa, T. et al., Chem. Pharm. Bull., 1974, 22, 77, (synth, ir, pmr)
• Tang, C.S.F. et al., J.A.C.S., 1975, 97, 159, (synth, uv, pmr)
• Bradley, J.C. et al., J.O.C., 1976, 41, 699, (synth)
• Sheriha, G.M. et al., Phytochemistry, 1976, 15, 505, (biosynth)
• Heckendorf, A.H. et al., Tet. Lett., 1977, 4153, (biosynth)
• Martindale, The Extra Pharmacopoeia, 28th/29th edn., Pharmaceutical Press, 1982, 12515
• Cai, J.-C. et al., Alkaloids (N.Y.), 1983, 21, 101, (rev, pharmacol)
• Earl, R.A., J.A.C.S., 1983, 105, 6991, (synth)
• Ihara, M. et al., J.O.C., 1983, 48, 3150, (synth)
• Earl, R.A. et al., J.O.C., 1984, 49, 4786, (synth)
• Suffness, M. et al., Alkaloids (N.Y.), 1985, 25, 83, (antineoplastic activity)
• Priel, E., AIDS Res. Hum. Retroviruses, 1991, 7, 65, (anti-HIV activity)
• Ezell, E.L. et al., J. Nat. Prod., 1991, 54, 1645, (pmr, cmr)
• Curran, D.P. et al., J.A.C.S., 1992, 114, 5863, (synth)
• Comins, D.L. et al., J.A.C.S., 1992, 114, 10971, (synth)