scholarly journals A Polyol-Polyol Super-Carbon-Chain Compound Containing Thirty-Six Carbon Stereocenters from the Dinoflagellate Amphidinium gibbosum: Absolute Configuration and Multi-Segment Modification

Marine Drugs ◽  
2020 ◽  
Vol 18 (12) ◽  
pp. 590
Author(s):  
Wan-Shan Li ◽  
Zeng Luo ◽  
Yan-Lan Zhu ◽  
Yi Yu ◽  
Jun Wu ◽  
...  

A super-carbon-chain compound, named gibbosol C, featuring a polyoxygenated C70-linear-carbon-chain backbone encompassing two acyclic polyol chains, was obtained from the South China Sea dinoflagellate Amphidinium gibbosum. Its planar structure was elucidated by extensive NMR investigations, whereas its absolute configurations, featuring the presence of 36 carbon stereocenters and 30 hydroxy groups, were successfully established by comparison of NMR data of the ozonolyzed products with those of gibbosol A, combined with J-based configuration analysis, Kishi’s universal NMR database, and the modified Mosher’s MTPA ester method. Multi-segment modification was revealed as the smart biosynthetic strategy for the dinoflagellate to create remarkable super-carbon-chain compounds with structural diversity.

Marine Drugs ◽  
2020 ◽  
Vol 18 (6) ◽  
pp. 310 ◽  
Author(s):  
Irina I. Kapustina ◽  
Tatyana N. Makarieva ◽  
Alla G. Guzii ◽  
Anatoly I. Kalinovsky ◽  
Roman S. Popov ◽  
...  

Leptogorgins A–C (1–3), new humulane sesquiterpenoids, and leptogorgoid A (4), a new dihydroxyketosteroid, were isolated from the gorgonian Leptogorgia sp. collected from the South China Sea. The structures were established using MS and NMR data. The absolute configuration of 1 was confirmed by a modification of Mosher’s method. Configurations of double bonds followed from NMR data, including NOE correlations. This is the first report of humulane-type sesquiterpenoids from marine invertebrates. Sesquiterpenoids leptogorgins A (1) and B (2) exhibited a moderate cytotoxicity and some selectivity against human drug-resistant prostate cancer cells 22Rv1.


Molecules ◽  
2020 ◽  
Vol 25 (22) ◽  
pp. 5386
Author(s):  
Shean-Yeaw Ng ◽  
Chin-Soon Phan ◽  
Takahiro Ishii ◽  
Takashi Kamada ◽  
Toshiyuki Hamada ◽  
...  

Members of the marine soft coral genus Xenia are rich in a diversity of diterpenes. A total of 199 terpenes consisting of 14 sesquiterpenes, 180 diterpenes, and 5 steroids have been reported to date. Xenicane diterpenes were reported to be the most common chemical skeleton biosynthesized by members of this genus. Most of the literature reported the chemical diversity of Xenia collected from the coral reefs in the South China Sea and the coastal waters of Taiwan. Although there was a brief review on the terpenoids of Xenia in 2015, the present review is a comprehensive overview of the structural diversity of secondary metabolites isolated from soft coral genus Xenia and their potent biological activity as reported between 1977 to 2019.


2000 ◽  
Vol 48 (10) ◽  
pp. 1447-1451 ◽  
Author(s):  
Takaaki KUBOTA ◽  
Masashi TSUDA ◽  
Miho TAKAHASHI ◽  
Masami ISHIBASHI ◽  
Seiko OKA ◽  
...  

2008 ◽  
Vol 63 (9-10) ◽  
pp. 636-638 ◽  
Author(s):  
Yonghong Liu ◽  
Hong Ji ◽  
Junde Dong ◽  
Si Zhang ◽  
Kyung Jin Lee ◽  
...  

Purpurone was isolated from the sponge Iotrochota sp. by bioactivity-guided fractionation. The compound showed antioxidant activity using the DPPH assay. The structure was established on the basis of NMR data and comparison with data reported.


ChemInform ◽  
2001 ◽  
Vol 32 (11) ◽  
pp. no-no
Author(s):  
Takaaki Kubota ◽  
Masashi Tsuda ◽  
Miho Takahashi ◽  
Masami Ishibashi ◽  
Seiko Oka ◽  
...  

2011 ◽  
Vol 76 (9) ◽  
pp. 3131-3138 ◽  
Author(s):  
Kohtaro Sugahara ◽  
Yoshiaki Kitamura ◽  
Michio Murata ◽  
Masayuki Satake ◽  
Kazuo Tachibana

ChemInform ◽  
2010 ◽  
Vol 28 (13) ◽  
pp. no-no
Author(s):  
Y. P. KUDRYAVTSEV ◽  
R. B. HEIMANN ◽  
S. E. EVSYUKOV

1996 ◽  
Vol 31 (21) ◽  
pp. 5557-5571 ◽  
Author(s):  
Yu. P. Kudryavtsev ◽  
R. B. Heimann ◽  
S. E. Evsyukov

RSC Advances ◽  
2015 ◽  
Vol 5 (30) ◽  
pp. 23973-23980 ◽  
Author(s):  
Wen-Ting Chen ◽  
Jia Li ◽  
Jian-Rong Wang ◽  
Xu-Wen Li ◽  
Yue-Wei Guo

Eight new terpenoids, including a rare biscembranoid and a 15-membered macrocyclic diterpenoid, were isolated from South China Sea soft coral Sinularia flexibilis.


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