Montacin and cis-montacin, two new cytotoxic monotetrahydrofuran annonaceous acetogenins from Annona montana.
Two new monotetrahydrofuran Annonaceous acetogenins, montacin (1), and cis-montacin (2), along with four known acetogenins, annonacin, cis-annonacin, annomontacin, and cis-annomontacin, were isolated from the seeds of Annona montana. The structures of the new isolates were elucidated by spectral and chemical methods. The new acetogenins exhibited moderate in vitro cytotoxic activity against the 1A9 human ovarian cancer cell line. Interestingly, when Ca(2+) was present, compounds 1 and 2 became 3- to 10-fold more active against 1A9 cells and the PTX10 subline.
Liaw
Chih-Chuang
CC
Graduate Institute of Natural Products, Kaohsiung Medical University, Kaohsiung 807, Taiwan, Republic of China.
Chang
Fang-Rong
FR
Wu
Yang-Chang
YC
Wang
Hui-Kang
HK
Nakanishi
Yuka
Y
Bastow
Kenneth F
KF
Lee
Kuo-Hsiung
KH
D031041:Annona / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002118:Calcium / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006801:Humans; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry*; D012639:Seeds / Q000737:chemistry; D013237:Stereoisomerism; D013624:Taiwan; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D005663:Furans; C495043:montacin; D002118:Calcium