Cytotoxic Sesterterpenes from Thai Marine Sponge Hyrtios erectus

Abstract

Four sesterterpenes, erectusolides B, C, D, and seco-manoalide-25-methyl ether, two 2-furanone derivatives, erectusfuranones A and B, together with thirteen known sesterterpenes, (6Z)-neomanoalide-24-acetate, two diastereomers of 24-O-methylmanoalide, luffariolide B, manoalide, (6E)- and (6Z)-neomanoalide, seco-manoalide, scalarafuran, 12-acetylscalarolide, 12-epi-O-deacetyl-19-deoxyscalarin, 12-epi-scalarin, and 12-O-deacetyl-12-epi-scalarin, three indole alkaloids, 5-hydroxy-1H-indole-3-carbaldehyde, hyrtiosine A, and variabine B, and one norterpene, cavernosine were isolated from the marine sponge Hyrtios erectus. Their structures were determined by means of spectroscopic methods and the absolute configurations of the asymmetric centers were determined using the modified Mosher’s method. The cytotoxic activities for the isolated compounds have been reported.

Cytotoxic Scalarane Sesterterpenes from the Sponge Hyrtios erectus

“…[14], sesterstatins 5 and 6 (15 and 16, known from H. erecta (= H. erectus)) [33,34], 16-hydroxyscalarolide (17, known from H. erectus) [35], 12-O-deacetyl-12-epi-scalarin (18, known from a Spongia sp. [36] and H. erectus [37]), and hyrtiosin A and 16-O-deacetyl-16-epi-scalarolbutenolide (19 and 20, known from H. erecta) [38,39]. The spectroscopic data of these compounds were in good accordance with those in the literature.…”

Bioactive Scalarane‐Type Sesterterpenoids from Marine Sources

“…Compound 71 exhibited cytotoxicity towards H69AR, KB, HeLa, HuCCA‐1, MDA‐MB‐231, and T47D cells with IC 50 values ranging from 5.18 to 56.99 μM. These compounds 95 and 96 showed cytotoxicity against MOLT‐3, HuCCA‐1, HepG2, and A549 cells with IC 50 values ranging from 7.64 to 87.06 μM [43] . From the same kind of sponge H .…”

“…These compounds 95 and 96 showed cytotoxicity against MOLT-3, HuCCA-1, HepG2, and A549 cells with IC 50 values ranging from 7.64 to 87.06 μM. [43] From the same kind of sponge H. sp. collected in Fiji Islands, 16-epi-Scalarafuran (98), 12-deacetyl-cis-25α-hydroxy-24αmethoxyscalarin (99), 12-deacetyl-cis-24α,25α-dimethoxyscalarin (100), 12-deacetyl-trans-24α,25β-dimeth-oxyscalarin (101), 12-deacetyl-12-epi-deoxoscalarin (102), 12-epi-deoxoscalarin (103), and compounds 49, 73, 82, and 85 were obtained.…”

Ethnopharmacology, phytochemistry and pharmacology of the genus Hedyosmum (Chlorantaceae): A review

“…It should be noted that sesterterpenes are unusual compounds that are often present in various marine organisms, especially sponges, but are also obtained from bacteria and plants. Sesterterpenes have been studied for their peculiar chemical structures and for their anticancer and cytotoxic activities (Kaweetripob, 2018;Evidente et al, 2015;Wang, 2012;Ebada, 2010).…”