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Metabolites from the Paracel Islands Soft Coral Sinularia cf. molesta.


ABSTRACT: Five new oxygenated sesquiterpenes, molestins A?D (1, 3?5) and epi-gibberodione (2), three new cyclopentenone derivatives, ent-sinulolides C, D, and F ((+)-9?(+)-11), one new butenolide derivative, ent-sinulolide H ((+)-13), and one new cembranolide, molestin E (14), together with 14 known related metabolites (6?8, (?)-9?(?)-11, (±)-12, (?)-13, 15?19) were isolated from the Paracel Islands soft coral Sinularia cf. molesta. The structures and absolute configurations were elucidated based on comprehensive spectroscopic analyses, quantum chemical calculations, and comparison with the literature data. Compound 5 is the first example of a norsesquiterpene with a de-isopropyl guaiane skeleton isolated from the genus Sinularia. Molestin E (14) exhibited cytotoxicities against HeLa and HCT-116 cell lines with IC50 values of 5.26 and 8.37 ?M, respectively. Compounds 4, 5, and 8 showed significant inhibitory activities against protein tyrosine phosphatase 1B (PTP1B) with IC50 values of 218, 344, and 1.24 ?M, respectively.

SUBMITTER: Chu MJ 

PROVIDER: S-EPMC6317055 | biostudies-literature | 2018 Dec

REPOSITORIES: biostudies-literature

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Metabolites from the Paracel Islands Soft Coral <i>Sinularia</i> cf. <i>molesta</i>.

Chu Mei-Jun MJ   Tang Xu-Li XL   Han Xiao X   Li Tao T   Luo Xiang-Chao XC   Jiang Ming-Ming MM   van Ofwegen Leen L   Luo Lian-Zhong LZ   Zhang Gang G   Li Ping-Lin PL   Li Guo-Qiang GQ  

Marine drugs 20181219 12


Five new oxygenated sesquiterpenes, molestins A⁻D (<b>1</b>, <b>3</b>⁻<b>5</b>) and <i>epi</i>-gibberodione (<b>2</b>), three new cyclopentenone derivatives, <i>ent</i>-sinulolides C, D, and F ((+)-<b>9</b>⁻(+)-<b>11</b>), one new butenolide derivative, <i>ent</i>-sinulolide H ((+)-<b>13</b>), and one new cembranolide, molestin E (<b>14</b>), together with 14 known related metabolites (<b>6</b>⁻<b>8</b>, (⁻)-<b>9</b>⁻(⁻)-<b>11</b>, (±)-<b>12</b>, (⁻)-<b>13</b>, <b>15</b>⁻<b>19</b>) were isolated  ...[more]

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