Pubblicazione scientifica

Isolation of Smenopyrone, a Bis-γ-Pyrone Polypropionate from the Caribbean Sponge Smenospongia aurea

FILONE TECNOLOGICO	TEMA
economia circolare e sostenibilità	tecnologie e prassi a sostegno di attività turistico ricreative (es. diving)

RIASSUNTO

The organic extract of the Caribbean sponge Smenospongia aurea has been shown to contain an array of novel chlorinated secondary metabolites derived from a mixed PKS-NRPS biogenetic route such as the smenamides. In this paper, we report the presence of a biogenetically different compound known as smenopyrone, which is a polypropionate containing two γ-pyrone rings. The structure of smenopyrone including its relative and absolute stereochemistry was determined by spectroscopic analysis (NMR, MS, ECD) and supported by a comparison with model compounds from research studies. Pyrone polypropionates are unprecedented in marine sponges but are commonly found in marine mollusks where their biosynthesis by symbiotic bacteria has been hypothesized and at least in one case demonstrated. Since pyrones have recently been recognized as bacterial signaling molecules, we speculate that smenopyrone could mediate inter-kingdom chemical communication between S. aurea and its symbiotic bacteria.

DATA

Data di pubblicazione: 17/08/2018

AUTORI

ESPOSITO GERMANA
TETA ROBERTA
DELLA SALA GERARDO
PAWLIK JOSEPH R
MANGONI ALFONSO
COSTANTINO VALERIA

ENTE DI AFFERENZA

NEANAT GROUP DIPARTIMENTO DI FARMACIA UNIV DEGLI STUDI DI NAPOLI FEDERICO II VIA D MONTESA
LAB OF PRE CLINICAL & TRANSLATIONAL RSCH IRCCS CROB REFERRAL CANCER CTR BASILICATA 85028 RIONERO IN VULTURE ITALY GERARDO DELLASALA CROB IT
DEPT BIOLOGY & MARINE BIOLOGY UNIV NORTH CAROLINA WILMINGTON CTR MARINE SCIENCE

RIVISTA

Marine Drugs, 16(8), 285

IMPACT FACTOR

3,810

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