Biscembranoids and Cembranoids from the Soft Coral Sarcophyton elegans.
Two novel biscembranoids, sarelengans A and B (1and2), five new cembranoids, sarelengans C-G (3-7), along with two known cembranoids (8and9) were isolated from the South China Sea soft coralSarcophyton elegans. Their structures were determined by spectroscopic and chemical methods, and those of1,4,5, and6were confirmed by single crystal X-ray diffraction. Compounds1and2represent the first example of biscembranoids featuring atrans-fused A/B-ring conjunction between the two cembranoid units. Their unique structures may shed light on an unusual biosynthetic pathway involving a cembranoid-∆⁸ rather than the normal cembranoid-∆¹ unit in theendo-Diels-Alder cycloaddition. Compounds2and3exhibited potential inhibitory effects on nitric oxide production in RAW 264.7 macrophages, with IC50values being at 18.2 and 32.5 μM, respectively.
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. liwei249@mail2.sysu.edu.cn.
Wei
W
Li
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. zouyh5@mail2.sysu.edu.cn.
Yi-Hong
YH
Zou
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. mintabby@outlook.com.
Man-Xi
MX
Ge
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. loulanlan1006@163.com.
Lan-Lan
LL
Lou
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. xuysh6@mail2.sysu.edu.cn.
Yun-Shao
YS
Xu
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. abrarpharma@gmail.com.
Abrar
A
Ahmed
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. chenyy@mail.sysu.edu.cn.
Yun-Yun
YY
Chen
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. zhangjsh0814@163.com.
Jun-Sheng
JS
Zhang
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. tanggh5@mail.sysu.edu.cn.
Gui-Hua
GH
Tang
School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510006, China. yinsh2@mail.sysu.edu.cn.
Sheng
S
Yin
D000818:Animals; D037421:Anthozoa / Q000737:chemistry*; D053898:Biosynthetic Pathways / Q000502:physiology; D002460:Cell Line; D018360:Crystallography, X-Ray / Q000379:methods; D004224:Diterpenes / Q000737:chemistry* / Q000494:pharmacology*; D051379:Mice; D015394:Molecular Structure; D009569:Nitric Oxide / Q000378:metabolism; D014961:X-Ray Diffraction / Q000379:methods
D004224:Diterpenes; D009569:Nitric Oxide
NO inhibition; Sarcophyton elegans; biscembranoids; cembranoids