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New Marine Sterols from a Gorgonian Pinnigorgia sp.

ABSTRACT: Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5?,6?-epoxy-(22E,24R)-3?,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24?)-ergosta-5-en-3?,25-diol (2). The structures of sterols 1 and 2 were elucidated using spectroscopic methods. Sterol 1 displayed inhibitory effects on the generation of superoxide anions and the release of elastase by human neutrophils with IC₅₀ values of 8.65 and 5.86 ?M, respectively. The structure of a known metabolite, pubinernoid A (3), is revised as (+)-loliolide (4).

SUBMITTER: Chang YC

PROVIDER: S-EPMC6155433 | biostudies-literature | 2017 Mar

REPOSITORIES: biostudies-literature

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New Marine Sterols from a Gorgonian Pinnigorgia sp.

Chang Yu-Chia YC Hwang Tsong-Long TL Chao Chih-Hua CH Sung Ping-Jyun PJ

Molecules (Basel, Switzerland) 20170303 3

Continuous chemical investigation of the gorgonian coral Pinnigorgia sp. resulted in the isolation of two new sterols, 5α,6α-epoxy-(22E,24R)-3β,11-dihydroxy-9,11-secoergosta-7-en-9-one (1) and (22R)-acetoxy-(24ξ)-ergosta-5-en-3β,25-diol (2). The structures of sterols 1 and 2 were elucidated using spectroscopic methods. Sterol 1 displayed inhibitory effects on the generation of superoxide anions and the release of elastase by h ...[more]

PMID: 28273821

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