New 2-Methoxy Acetylenic Acids and Pyrazole Alkaloids from the Marine Sponge Cinachyrella sp.

6533b82cfe1ef96bd128ed54

RESEARCH PRODUCT

New 2-Methoxy Acetylenic Acids and Pyrazole Alkaloids from the Marine Sponge Cinachyrella sp.

Amin Mokhlesi Amin Mokhlesi Peter Proksch Georgios Daletos Wenhan Lin Rudolf Hartmann Tibor Kurtán Horst Weber Chaidir Chaidir Werner E.g. Müller

subject

food.ingredient Lymphoma Stereochemistry natural products Cinachyrella sp.Pharmaceutical Science Antineoplastic Agents Pyrazole 010402 general chemistry 01 natural sciences Article pyrazole alkaloid Mice chemistry.chemical_compound Alkaloids food Természettudományok Cell Line Tumor Drug Discovery Animals Organic chemistry Kémiai tudományok Cytotoxicity natural products; marine sponge; Cinachyrella sp.; 2-methoxy acetylenic acid; pyrazole alkaloid Pharmacology Toxicology and Pharmaceutics (miscellaneous)lcsh:QH301-705.5 biology 010405 organic chemistry Chemistry Acetylenic acid Absolute configuration Nuclear magnetic resonance spectroscopy biology.organism_classification Mass spectrometric Biosynthetic Pathways Porifera 0104 chemical sciences Sponge lcsh:Biology (General)Indonesia Alkynes ddc:540 Fatty Acids Unsaturated Pyrazoles Drug Screening Assays Antitumor Cinachyrella 2-methoxy acetylenic acid marine sponge

description

Three new 2-methoxy acetylenic acids (1–3) and a known derivative (4), in addition to three new natural pyrazole alkaloids (5–7) were isolated from an Indonesian marine sponge of the genus Cinachyrella. Compounds 5 and 6 have previously been reported as synthetic compounds. The structures of the new compounds were established on the basis of one- and two-dimensional NMR spectroscopy as well as by mass spectrometric data. The absolute configuration of the new acetylenic acid derivatives (1–3) was established by ECD spectroscopy. All isolated compounds were evaluated for their cytotoxicity against L5178Y mouse lymphoma cells. Compounds 1–4 exhibited strong activity with an IC50 value of 0.3 µM. A plausible biosynthetic pathway for the pyrazole metabolites 5–7 is proposed.

year	journal	country	edition	language
2017-11-11	Marine Drugs

10.3390/md15110356 https://www.mdpi.com/1660-3397/15/11/356

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