Download PDF
Planta Med 2004; 70(5): 441-445
DOI: 10.1055/s-2004-818973
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

Cytotoxic Alkaloids from the Roots of Tylophora atrofolliculata

Xueshi Huang1 , Song Gao1 , Lihua Fan1 , Shishan Yu1 , Xiaotian Liang1
  • 1Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, Beijing, P. R. China
The research was supported by National 973 Project (No.G1998-051120)
Further Information

Publication History

Received: September 22, 2003

Accepted: March 3, 2004

Publication Date:
04 May 2004 (online)

Also available at
    Permissions and Reprints

Abstract

Four new phenanthroindolizidine alkaloids, tylophoridicines C-F, together with three known ones, R-(+)-deoxytylophorinidine, tylophorinine and tylophorinidine, were isolated from the roots of Tylophora atrofolliculata. The structures were determined on the basis of spectral evidence. These alkaloids exhibited cytotoxic activity in vitro on HCT-8 cell (with IC50 values in the range 0.083 to 18.99 μM) and KB cell (in the range 3.56 to 18.22 μM) lines.

Key words

Tylophora atrofolliculata - Asclepiadaceae - phenanthroindolizidine alkaloids - tylophoridicines C-F - cytotoxicity

References

  • 1 Jiangsu New Medical College. Dictionary of Chinese Traditional Medicine. Shanghai; Shanghai Science and Technology Publishing House 1977: p 1747
    Search in Google Scholar
  • 2 Hirokawa M, Yanauchi T, Honda K. Further investigation of phenanthroindolizidine alkaloids from Tylophora tanakae .  Chemical and Pharmaceutical Bulletin. 1998;  46 767-9
    PubMedSearch in Google Scholar
  • 3 Narasimaha R K, Bhauacharya R K, Venkatachalam S R. Inhibition of thymidylate synthase and all growth by the phenanthroindolizidine alkaloids.  Cancer Letters. 1998;  128 183-8
    CrossrefPubMedSearch in Google Scholar
  • 4 Gellert F, Rudzats R. Antileukemia activity of tylocrebrine.  Journal of Medical Chemistry. 1964;  7 361-2
    PubMedSearch in Google Scholar
  • 5 Chen J J, Duh C Y, Chen I S. New tetrahydroprotoberberine N-oxide alkaloids and cytotoxic constituents of Corydalis tashiroi .  Planta Medica. 1999;  65 643-7
    Thieme ConnectPubMedSearch in Google Scholar
  • 6 Mosmann T. Rapid colorimetric assay for cellular growth and survival: Application to proliferation and cytotoxicity assays.  Journal of Immunological Methods. 1983;  65 55-63
    CrossrefPubMedSearch in Google Scholar
  • 7 Fumiko A, Yukiko I, Tatsuo Y, Keiichi H. Phenanthroindolizidine alkaloids from Tylophora tanakae .  Phytochemistry. 1995;  39 695-9
    CrossrefPubMedSearch in Google Scholar
  • 8 Ali M, Butani K K. Alkaloids from Tylophora indica .  Phytochemistry. 1989;  28 3513-7
    CrossrefPubMedSearch in Google Scholar
  • 9 Govindachari T R, Viswanathan N, Radhakrishnan J. Quaternary alkaloids from Tylophora asthmatica . Indian Journal of Chemistry 1973: 1255-1256
    Search in Google Scholar
  • 10 Emery G, Richard R, John C C, Sushilk R, Ronald W W. Absolute configuration of tyliphoraine.  Australian Journal of Chemistry. 1978;  31 2095-7
    PubMedSearch in Google Scholar
  • 11 Phillipson J D, Tezcan I, Hylands P J. Alkaloids of Tylophora species from Sri Lanka.  Planta Medica. 1974;  25 301-9
    PubMedSearch in Google Scholar
  • 12 Mulchandani N B, Venkatakchalam S R. Alkaloids of Pergalaria pallida .  Phytochemistry. 1976;  15 561-3
    CrossrefPubMedSearch in Google Scholar
  • 13 Govindachari T R, Viswanathan N, Radhakrishnan J. Minor alkaloids of Tylophora asthmatica revised structure of tylophorinidine.  Tetrahedron. 1973;  29 891-7
    CrossrefPubMedSearch in Google Scholar
  • 14 Ying Z Y, Huang X S, Yu S S. Antitumor alkaloids Isolated from Tylophora ovata .  Acta Botanica Sinica. 2002;  44 349-3
    PubMedSearch in Google Scholar
  • 15 Gupta R S, Krepinsky J J, Siminovitch L. Structural determinants responsible for the biological activity of (-)-emetine, (-)-cryptopleurine, and (-)-tylocrebrine: Structure-activity relationship among related compounds.  Molecular Pharmacology. 1980;  18 136-43
    PubMedSearch in Google Scholar

Prof. Dr. Shishan Yu

Institute of Materia Medica

Chinese Academy of Medical Sciences & Peking Union Medical College

No.1 Xiannongtan Street

Beijing 100050

People's Republic of China

Phone: +86-10-63165324

Fax: +86-10-63017757

Email: yushishan@imm.ac.cn