Elsevier

Phytochemistry

Volume 48, Issue 7, August 1998, Pages 1203-1206
Phytochemistry

Plant chemistry
Lipid constituents of the red alga Acantophora spicifera

https://doi.org/10.1016/S0031-9422(98)00171-XGet rights and content

Abstract

A new steroid cholest-4-ene-3α, 6β-diol together with the known cholest-4-ene-3-one, lauric acid and o-phthalic acid bis-(2-ethyl nonyl)-ester were isolated from the red alga Acantophora spicifera. The structures of these compounds were established on the basis of their spectral data.

A new sterol cholest-4-ene-3α-6β-diol along with the known cholest-4-ene-3-one, lauric acid and o-phthalic acid bis(2-ethyl nonyl)-ester have been isolated from the red alga Acantophora spicifera

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    Based on the above evidences, the planar structure of sterol 1 could be established as cholest-4,22-diene-3,6-diol. The correction of the planar structure was further confirmed by a series fragment ions at m/z 382, 367, 364, 298, 283, 271 and 253 by EI-MS analysis (Wahidulla et al., 1998) (Supporting Information). The stereochemistry of 1 was established by a combination of observed coupling constants and NOESY experiment (Fig. 2).

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    The alga Acanthophora spicifera (Vahl) Borgesen (Ceramiales: Rhodophyta) is a rhodophycean alga with wide distribution throughout the tropics and subtropics (Kilar and McLachlan, 1986) and one of the most abundant red algal species found on reef flats (Joikel and Morrissey, 1986). Investigation with this species is rather scarce (Aihara and Yamamoto, 1968; Wahidulla et al., 1986, 1991, 1998; Wahidulla and Kamat, 1991; Prakash et al., 1989; Wang et al., 1998, 2003). Therefore, as a part of the systematic chemical research with rhodophycean algae, we report here the results concerning the main sterols isolated from A. spicifera, an abundant alga in Southern Brazil.

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