A hexacyclic ent-trachylobane diterpenoid possessing an oxetane ring from Mitrephora glabra.
[chemical reaction: see text]. Three new ent-trachylobane diterpenoids (1-3) were isolated and structures elucidated from Mitrephora glabra Scheff. (Annonaceae). Mitrephorone A (1) possesses a hexacyclic ring system with adjacent ketone moieties and an oxetane ring, both of which are unprecedented among trachylobanes. All compounds were evaluated for cytotoxicity against a panel of cancer cells, where 1 displayed the most potent and broadest activity, and against a battery of antimicrobial assays, where all compounds were approximately equipotent.
Li
Chen
C
Natural Products Laboratory, Research Triangle Institute, P.O. Box 12194, Research Triangle Park, North Carolina 27709-2194, USA.
Lee
Dongho
D
Graf
Tyler N
TN
Phifer
Sharnelle S
SS
Nakanishi
Yuka
Y
Burgess
Jason P
JP
Riswan
Soedarsono
S
Setyowati
Fransisca M
FM
Saribi
Achmad M
AM
Soejarto
Djaja D
DD
Farnsworth
Norman R
NR
Falkinham
Joseph O
JO
Kroll
David J
DJ
Kinghorn
A Douglas
AD
Wani
Mansukh C
MC
Oberlies
Nicholas H
NH
D000666:Amphotericin B / Q000494:pharmacology; D029061:Annonaceae / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D001419:Bacteria / Q000187:drug effects; D004224:Diterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010946:Plants, Medicinal / Q000737:chemistry*; D012441:Saccharomyces cerevisiae / Q000187:drug effects; D014407:Tumor Cells, Cultured
D000972:Antineoplastic Agents, Phytogenic; D004224:Diterpenes; C512767:mitrephorone A; C512768:mitrephorone B; C512769:mitrephorone C; D000666:Amphotericin B