Hypocriols A-F, Heterodimeric Botryane Ethers from Hypocrea sp., an Insect-Associated Fungus.
The new heterodimeric botryane ethers hypocriols A-F (1-6) and the known compounds 4β-acetoxy-9β,10β,15α-trihydroxyprobotrydial (7), dihydrobotrydial (8), 10-oxodehydrodihydrobotrydial (9), and dehydrobotrydienol (10) were isolated from the solid cultures of an insect-associated fungus Hypocrea sp. The structures of 1-6 were elucidated primarily by NMR experiments. The absolute configuration of 1 was assigned using the modified Mosher method and electronic circular dichroism (ECD) calculations, whereas those for 3-5, and 2 and 6 were deduced via ECD calculations and circular dichroism data, respectively. Compounds 1-6 appear to be the first heterodimeric botryane ethers and showed antiproliferative effects against a small panel of four human tumor cell lines.
State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology , Beijing 100850, People's Republic of China.
Fengxia
F
Ren
State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology , Beijing 100850, People's Republic of China.
Shuaiming
S
Zhu
State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology , Beijing 100850, People's Republic of China.
Bo
B
Wang
Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College , Beijing 100050, People's Republic of China.
Li
L
Li
State Key Laboratory of Mycology, Institute of Microbiology, Chinese Academy of Sciences , Beijing 100190, People's Republic of China.
Xingzhong
X
Liu
State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology , Beijing 100850, People's Republic of China.
Ruibin
R
Su
State Key Laboratory of Toxicology & Medical Countermeasures, Beijing Institute of Pharmacology & Toxicology , Beijing 100850, People's Republic of China.
Yongsheng
Y
Che
D000818:Animals; D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D002681:China; D004354:Drug Screening Assays, Antitumor; D004987:Ethers; D045325:HCT116 Cells; D006367:HeLa Cells; D006801:Humans; D035901:Hypocrea / Q000737:chemistry*; D015394:Molecular Structure; D009036:Moths / Q000382:microbiology; D012717:Sesquiterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
C588108:10-oxodehydrodihydrobotrydial; D000970:Antineoplastic Agents; D004987:Ethers; D012717:Sesquiterpenes