Sarcochromenol Sulfates A-C and Sarcohydroquinone Sulfates A-C, New Natural Products from the Sponge Sarcotragus spinulosus

Abstract

New Na+,K(+)-ATPase inhibitors, sarcochromenol sulfates A [1], B [2], and C [3] and sarcohydroquinone sulfates A [4], B [5], and C [6], have been isolated from the sponge Sarcotragus spinulosus. Four of them (1, 4-6) and all six corresponding acetates 1a-6a have been isolated, and their structures have been established by spectral methods and chemical transformations.

Natural 6-hydroxy-chromanols and -chromenols: structural diversity, biosynthetic pathways and health implications

“…They were isolated from the Pacic Ocean sponge Sarcotragus spinulosus (Schmidt) (family of Thorectidae) and showed Na + /K + -ATPase inhibitory activity similar to that of the sargachromanols D, F, H and L (IC 50 value for sarcochromenol A of 1.6 mM). 78,152 The compounds have also been isolated from the Indian sponge Ircinia fasciculate (Spongillidae). 153 In addition, an un-sulfated form of sarcachromenol B was isolated in 0.1% yield.…”

The chromene sargachromanol E inhibits ultraviolet A-induced ageing of skin in human dermal fibroblasts

“…Moreover, the phenolic hydroxyl group on the chromanol ring might react with free radicals. During the process, the inactive tocopheroxyl free radical is formed, which is converted to tocopheryl quinine 34,35 …”

A New Tetraprenylhydroquinone Derivative with an Acetic Acid Unit from the Marine Sponge Ircinia muscarum

“…Linear prenylated hydroquinones and related secondary metabolites have been isolated previously from sponges, − tunicates, − and algae. − Earlier reports on the testing of prenylhydroquinones such as geranylhydroquinone ( n = 2) had shown that in test animals the preadministration of such compounds prevented the induction of some forms of leukemia, Rous sarcoma, and mammary carcinoma. , In this paper we report the isolation and structural elucidation of a new hydroquinone derivative ( 3 ) from the Mediterranean sponge Ircinia muscarum Vacelet, 1959 (Irciniidae).…”