Rhodomollanol A, a Highly Oxygenated Diterpenoid with a 5/7/5/5 Tetracyclic Carbon Skeleton from the Leaves of Rhododendron molle

被引:55
作者
Zhou, Junfei [1 ]
Zhan, Guanqun [1 ]
Zhang, Hanqi [1 ]
Zhang, Qihua [1 ]
Li, Ying [1 ]
Xue, Yongbo [1 ]
Yao, Guangmin [1 ]
机构
[1] Huazhong Univ Sci & Technol, Tongji Med Coll, Sch Pharm, Hubei Key Lab Nat Med Chem & Resource Evaluat, Wuhan 430030, Hubei, Peoples R China
基金
中国国家自然科学基金;
关键词
GRAYANANE DITERPENOIDS; FRUITS; ROOTS; FLOWERS; GRAYANOIDS;
D O I
10.1021/acs.orglett.7b01863
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel diterpenoid with an unprecedented carbon skeleton, rhodomollanol A (1), and a new grayanane diterpenoid, rhodomollein XXXI (2), were isolated from the leaves of Rhododendron molle. Their structures were elucidated using comprehensive spectroscopic methods and single-crystal X-ray diffraction. Compound 1 possesses a unique cis/trans/trans/cis/cis-fused 3/5/7/5/5/5 hexacyclic ring system featuring a rare 7-oxabicyclo[4.2.1]nonane core decorated with three cyclopentane units. The plausible biosynthetic pathway for 1 was proposed. Compound 1 exhibited moderate PTP1B inhibitory activity.
引用
收藏
页码:3935 / 3938
页数:4
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