2001
DOI: 10.1007/s11745-001-0739-z
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A new diacylgalactolipid containing 4Z‐16∶1 from the marine cyanobacterium Oscillatoria sp

Abstract: A new diacylgalactolipid was isolated from the marine cyanobacterium Oscillatoria sp., and the structure was elucidated as (2S)-3-O-beta-D-galactopyranosyl-1-O-(9Z,12Z-oc-tadecadienoyl)-2-O-(4Z-hexadecenoyl)glycerol by enzymatic partial hydrolysis using lipase and physicochemical evidence, which included determining the double bond position in the hexadecenoic acid moiety.

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Cited by 8 publications
(5 citation statements)
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“…yielded a diacylgalactolipid 87. 92 The total stereochemistry of symplostatin 1 88, a metabolite of Symploca hydnoides, 93 was completed by determination of the stereochemistry of the N,Ndimethylisoleucine unit to be (S,S ). 94 The same paper reported the isolation of dolastatin 10 from a Symploca species, suggesting that cyanobacteria are the ultimate producers of this metabolite, rather than the sea hare Dolabella auricularia from which it was originally isolated.…”
Section: Marine Microorganisms and Phytoplanktonmentioning
confidence: 99%
“…yielded a diacylgalactolipid 87. 92 The total stereochemistry of symplostatin 1 88, a metabolite of Symploca hydnoides, 93 was completed by determination of the stereochemistry of the N,Ndimethylisoleucine unit to be (S,S ). 94 The same paper reported the isolation of dolastatin 10 from a Symploca species, suggesting that cyanobacteria are the ultimate producers of this metabolite, rather than the sea hare Dolabella auricularia from which it was originally isolated.…”
Section: Marine Microorganisms and Phytoplanktonmentioning
confidence: 99%
“…The marine cyanobacterium Oscillatoria sp. produces a new diacylgalactolipid comprising 9,12-octadecadienoyl and 4-hexadecenoyl chains [44], whilst Lyngbya majuscule produces bioactive secondary malyngamides, such as Malyngamide G and 7-methoxydodec-4( E )-enoic acid [45,46]. …”
Section: Lipid Production In Marine Micro-organismsmentioning
confidence: 99%
“…As part of an effort to discover biologically active natural products from marine organisms, 1 we investigated bioactive constituents of the marine algicolous fungus Aspergillus parasiticus and isolated a fairly unstable epoxycyclohexenone, parasitenone (1), and two known benzyl alcohols, 3-chloro-4,5-dihydroxybenzyl alcohol (2) 2 and gentisyl alcohol (3). 3 Parasitenone (1) was isolated as a very unstable colorless oil, which was deduced to have the molecular formula C 7 H 8 O 4 from the HREIMS of its diacetate (1a) and 13 C NMR data of 1 and 1a.…”
mentioning
confidence: 99%
“…5 The absolute configuration of 1 was further supported by chemospecific oxidation of the secondary allylic hydroxyl of 1 with pyridinium dichromate (PDC) in DMF to 1b, which was identified by direct comparison of its spectral data with those of natural (-)-phyllostine (1b). 4,6 On the basis of the above evidence, the structure of parasitenone was determined to be (4S,5S,6S)-5,6-epoxy-4-hydroxy-3hydroxymethylcyclohex-2-en-1-one (1).…”
mentioning
confidence: 99%
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