Seven new sesquiterpene hydroquinone/quinone (SQ) meroterpenoids, cinerols L-R (-), along with four known analogues (-), were identified from a marine sponge, , collected from the shore of the Xisha Islands in the South China Sea. The structures of - were established by the analysis of NMR, high-resolution MS, and comparison of the experimental and calculated electronic circular dichroism (ECD) spectra. Cinerol L () is particularly noteworthy, as it features a 5-pyrrolo[1,2a]-benzimidazole moiety modified by an ethyl sulfonate, while cinerols N () and O () possess a unique acetyl-substituted hydroquinone moiety.
View Article and Find Full Text PDFSixteen undescribed pyrrololactam alkaloids, including five 2-bromopyrrole-ε-lactam (1a, 1b, 4a, 4b and 5), two 3-bromopyrrole-ε-lactam (9 and 10), eight pyrrole-ε-lactam (2a-3 and 6a-8), and one pyrrole-δ-lactam alkaloids (11), along with three previously reported compounds (12-14) were isolated from the marine sponge Phakellia fusca collected in the South China Sea. The planar structures were determined by NMR and MS analyses, while the absolute configurations were clearly elucidated by comparing the experimental and calculated ECD spectra. Compounds 2a, 2b, 4a-7b, 10, 12 and 13 exhibited anti-inflammatory activity in inhibiting the production of inflammatory cytokines IL-6 in LPS-induced RAW264.
View Article and Find Full Text PDFSix new sesquiterpene quinone/hydroquinone meroterpenoids, arenarialins A-F (-), were isolated from the marine sponge collected from the South China Sea. Their chemical structures and absolute configurations were determined by HRMS and NMR data analyses coupled with DP4+ and ECD calculations. Arenarialin A () features an unprecedented tetracyclic 6/6/5/6 carbon skeleton, whereas arenarialins B-D (-) possess two rare secomeroterpene scaffolds.
View Article and Find Full Text PDFAn unusual secomeroterpenoid, dysambiol (), was isolated from a sp. marine sponge collected from the South China Sea. Dysambiol features an unprecedented secomeroterpene scaffold with a rare lactone bridge.
View Article and Find Full Text PDFAspergetherins A-D (1-4), four new chlorinated biphenyls, were isolated from the rice fermentation of a marine sponge symbiotic fungus Aspergillus terreus 164018, along with seven known biphenyl derivatives (5-11). The structures of four new compounds were determined by a comprehensive analysis of the spectroscopic data, including HR-ESI-MS and 2D NMR data. All 11 isolates were evaluated for their anti-bacterial activity against two strains of methicillin-resistant Staphylococcus aureus (MRSA).
View Article and Find Full Text PDFThree new spiro-sesquiterpenoids, myrmekiones A-C (1-3), were isolated from the marine sponge Myrmekioderma sp. collected from the South China Sea. The structures of 1-3 were experimentally illuminated though comprehensive NMR spectra, X-ray diffraction analysis and calculated ECD.
View Article and Find Full Text PDFA rare sinulariane-type norcembranoid sinulariadiolide B () with a unique cyano group, and a eunicellin-based diterpenoid multifloralin (), along with two known related analogues, sinulariadiolide () and sclerophytin E (), were isolated from the extract of the South China Sea soft coral . Their structures were elucidated on the basis of detailed spectroscopic analysis and by comparison with previously reported data. Compounds and showed potent antifouling activity against barnacle .
View Article and Find Full Text PDFSpinal cord injury (SCI) leads to immediate disruption of neuronal membranes and loss of neurons, followed by extensive secondary injury process. Treatment of SCI still remains a tremendous challenge clinically. Minocycline could target comprehensive secondary injury via anti-inflammatory, anti-oxidant and anti-apoptotic mechanisms.
View Article and Find Full Text PDFSeven pairs of new oxygenated aplysinopsin-type enantiomers, (+)- and (-)-oxoaplysinopsins A‒G (1‒7), two new bromotyrosine-derived alkaloids, subereamollines C and D (18 and 19), together with ten known compounds (8‒17) were isolated from the Xisha Islands sponge Fascaplysinopsis reticulata. The planar structures were determined by extensive NMR and MS spectroscopic data. Each of the optically pure enantiomers was achieved by chiral HPLC separation.
View Article and Find Full Text PDFFive new oxygenated sesquiterpenes, molestins A⁻D (, ⁻) and -gibberodione (), three new cyclopentenone derivatives, -sinulolides C, D, and F ((+)-⁻(+)-), one new butenolide derivative, -sinulolide H ((+)-), and one new cembranolide, molestin E (), together with 14 known related metabolites (⁻, (⁻)-⁻(⁻)-, (±)-, (⁻)-, ⁻) were isolated from the Paracel Islands soft coral cf. . The structures and absolute configurations were elucidated based on comprehensive spectroscopic analyses, quantum chemical calculations, and comparison with the literature data.
View Article and Find Full Text PDFThree new sesquiterpenoids (sinuketal (), sinulins A and B ( and )) and two new cembranoids (sinulins C and D ( and )), as well as eight known sesquiterpenoids () and eight known cembranoids (), were isolated from the Xisha soft coral sp. Their structures were elucidated by extensive spectroscopic analysis. Compound possesses an unprecedented isopropyl-branched bicyclo [6.
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