Antioxidative 2H-chromenyls attenuate pro-inflammatory 5-lipoxygenase and carbolytic enzymes: Prospective bioactive agents from Babylonidae gastropod mollusk Babylonia spirata.

Oxygenated heterocycles are emerging as valuable pharmacophores involved in the prophylaxis and treatment of several diseases elicited by the reactive oxygen species. Bioassay-led chromatographic fractionation of the organic extract of the gastropod mollusk Babylonia spirata (family Babylonidae) yielded two unprecedented 2H-chromenyl derivatives characterized as 2-(butyryloxy)-5-hydroxy-hexahydro-2H-chromene-3-methyl carboxylate (1) and (3-hydroxy-hexahydro-2H-chromen-2-yl)methyl pentanoate (2). The chromenyl derivative (1) registered significantly greater attenuation potential against pro-inflammatory 5-lipoxygenase (IC  ~ 2.

First report of a glycosaminoglycan-xylopyranan from the buccinid gastropod mollusk Babylonia spirata attenuating proinflammatory 5-lipoxygenase.

A previously undescribed xylated glycosaminoglycan characterized as β-D-Xylop(1 → 3)-(⋯ → 4)-GlcpA(1 → 3)-GlcpNAc(1 → ⋯) was purified from the buccinid gastropod Babylonia spirata and was evaluated for pharmacological properties using different in vitro models. The glycosaminoglycan-xylopyranan displayed prospective free radical quenching activities (IC  < 0.7 mg/ml), whereas it exhibited potentially greater attenuation against the inductive proinflammatory enzyme 5-lipoxygenase (5-LOX, IC 0.

First report of antioxidant 1-benzochromenone from muricid gastropod as dual inhibitors of pro-inflammatory 5-lipoxygenase and carbolytic enzymes.

Chromene derivatives with manifold structural framework and pharmacological properties were ubiquitous in the mollusks of marine origin. A previously undescribed 1-benzochromenone was isolated through bioassay-guided chromatographic purification of the organic extract of the marine gastropod mollusk . The compound was characterised as 6-(2',2'-dimethyl)-3'-en-1'-yl-1'-oxy)-3-hydroxy-1-benzo[c]chromene-2(10a)-one based on integrated spectroscopic analysis.

Antioxidant drimane-type sesquiterpenoid from muricid gastropod Chicoreus ramosus attenuates pro-inflammatory 5-lipoxygenase and carbolytic enzymes.

The muricid gastropod, Chicoreus ramosus, is a nutrient-enriched food source available along the coastal peninsular of the Indian subcontinent. This study was aimed at bioactivity-directed chromatographic fractionation of the organic extract of C. ramosus to isolate an unprecedented drimane-type sesquiterpenoid Ramosane, characterized as 3-hydroxy-7,9b-dimethyl-5-methylene-8-pentyl-octahydro-1H-cyclopenta[a]naphthalen-9(2H)-one.

An unreported bis-abeo cembrane-type diterpenoid with antioxidative and anti-lipoxygenase activities from the muricid gastropod mollusc .

The chemical analyses of ethyl acetate-methanol (EtOAc-MeOH) extract of muricid gastropod mollusk, from the southeastern coast of Indian peninsular led to the identification of unprecedented cembrane-type diterpenoid, which was characterized as (3, 6, 10)-8a-butoxy-17(15→14), 20(12→11)-bis-abeo-cembra-3,6,10,14(17),15-pentaene (). The structure of the studied cembrane was unambiguously assigned through the extensive spectroscopic experimentations. The antioxidant potentials of the bis-abeo cembrane as determined by 2,2-diphenyl-1-picrylhydrazyl and 2,2'-azino-bis-3-ethylbenzothiozoline-6-sulfonic acid diammonium salt radical quenching potentials were greater (IC < 0.

First report of a lactonic disecosteroid from the buccinid gastropod Babylonia spirata.

A lactonic steroid with an unprecedented 1, 10: 8, 9-disecoergostane framework was identified from the ethyl acetate-methanol extract of buccinid gastropod mollusk, Babylonia spirata collected from the southwestern coast of Indian peninsular region. The compound was characterized as 1, 10: 8, 9-disecoergosta-8-en-A-homo-6a-oxa-1-one by exhaustive spectroscopic methods including two-dimensional nuclear magnetic resonance and mass spectroscopic investigations. The disecosteroid displayed moderate carbolytic enzyme inhibition activity as distinguished by its inhibitive effects against α-amylase and α-glucosidase (IC 0.

First report of bioactive sterols from the muricid gastropod Chicoreus ramosus.

Two unusual △ sterols with unprecedented skeletons were isolated from the organic extract of muricid gastropod Chicoreus ramosus collected off the Gulf of Mannar Coast. This is the first report of isolation of bioactive sterols endowed with anti-inflammatory potentials from this species. The compounds were characterized as (5Z)-24a-homo-cholesta-5,24a(24a) dien-3β-ol (1) and 27(25 → 23)-abeo-(5Z)-3β-hydroxy-24-isopropyl cholesteno-26,23-lactone (2) by the interpretation of a series of spectroscopic techniques involving two-dimensional nuclear magnetic resonance and mass spectral data.