Cytotoxic Sesquiterpenoid Quinones and Quinols, and an 11-Membered Heterocycle, Kauamide, from the Hawaiian Marine Sponge Dactylospongia elegans.

Abstract:

:Several known sesquiterpenoid quinones and quinols (1-9), and kauamide (10), a new polyketide-peptide containing an 11-membered heterocycle, were isolated from the extracts of the Hawaiian marine sponge Dactylospongiaelegans. The planar structure of 10 was determined from spectroscopic analyses, and its relative and absolute configurations were established from density functional theory (DFT) calculations of the GIAO NMR shielding tensors, and advanced Marfey's analysis of the N-MeLeu residue, respectively. Compounds 1 and 3 showed moderate inhibition of β-secretase 1 (BACE1), whereas 1-9 exhibited moderate to potent inhibition of growth of human glioma (U251) cells. Compounds 1-2 and 4-7 were also active against human pancreatic carcinoma (Panc-1) cells.

journal_name

Mar Drugs

journal_title

Marine drugs

authors

Neupane RP,Parrish SM,Neupane JB,Yoshida WY,Yip MLR,Turkson J,Harper MK,Head JD,Williams PG

doi

10.3390/md17070423

subject

Has Abstract

pub_date

2019-07-19 00:00:00

issue

7

issn

1660-3397

pii

md17070423

journal_volume

17

pub_type

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