A new dibenz[b,e]oxepine derivative, 1-hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione, from a marine-derived fungus, Beauveria bassiana TPU942.
1-Hydroxy-10-methoxy-dibenz[b,e]oxepin-6,11-dione (1) was obtained from the culture broth of a marine-derived fungus, Beauveria bassiana TPU942, isolated from a marine sponge collected at Iriomote Island in Okinawa, together with two known compounds, chrysazin (2) and globosuxanthone A (3). The structure of 1 was elucidated on the basis of its spectroscopic data (HREIMS, 1D and 2D NMR experiments including ¹H--¹H COSY, HMQC and HMBC spectra). Dibenz[b,e]oxepines are rare in nature, and only six natural products have been reported. Therefore, compound 1 is the seventh natural product in this class. Compounds 2 and 3 showed an antifungal activity against Candida albicans, and 3 inhibited the cell growth against two human cancer cell lines, HCT-15 (colon) and Jurkat (T-cell lymphoma). Compound 1 did not show an apparent activity in the same bioassays.
Department of Natural Product Chemistry, Tohoku Pharmaceutical University, Sendai 981-8558, Japan. yamazaki@tohoku-pharm.ac.jp
Hiroyuki
H
Yamazaki
Henki
H
Rotinsulu
Tsuyoshi
T
Kaneko
Kazuki
K
Murakami
Hiromu
H
Fujiwara
Kazuyo
K
Ukai
Michio
M
Namikoshi
D000818:Animals; D000880:Anthraquinones / Q000302:isolation & purification / Q000494:pharmacology; D000935:Antifungal Agents / Q000302:isolation & purification / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000302:isolation & purification / Q000494:pharmacology*; D052982:Beauveria / Q000737:chemistry* / Q000302:isolation & purification; D002176:Candida albicans / Q000187:drug effects; D045744:Cell Line, Tumor; D003110:Colonic Neoplasms / Q000188:drug therapy / Q000473:pathology; D003990:Dibenzoxepins / Q000302:isolation & purification / Q000494:pharmacology*; D006801:Humans; D007564:Japan; D019169:Jurkat Cells; D016399:Lymphoma, T-Cell / Q000188:drug therapy / Q000473:pathology; D009682:Magnetic Resonance Spectroscopy; D011161:Porifera / Q000382:microbiology*; D044004:Xanthones / Q000302:isolation & purification / Q000494:pharmacology
C580985:1-hydroxy-10-methoxy-dibenz(b,e)oxepin-6,11-dione; D000880:Anthraquinones; D000935:Antifungal Agents; D000970:Antineoplastic Agents; D003990:Dibenzoxepins; D044004:Xanthones; C580986:globosuxanthone A; C004315:danthron