1985
DOI: 10.1002/hlca.19850680514
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Synthesis of Enantiomerically Pure Pheromones of South‐Pacific Brown Algae: Hormosirene and Dictyopterene A

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1985
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Cited by 30 publications
(13 citation statements)
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References 19 publications
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“…Evaporation of the analytes from the fibre was directly performed within the injection port (220°C) of the GC-MS (DB225-MS column, Alltech; T-program: 50°C [2 min, splitless]; ramped with 10°C min -1 to 200°C and with 30°C min -1 to 280°C [2 min]). Unsaturated aldehydes were identified as described (Pohnert 2000); long-chain aldehydes and volatile hydrocarbons were identified by comparison with synthetic (Schotten et al 1985) or commercially available reference compounds.Total fatty acid analysis. The analysis of total fatty acids was performed after trans-esterification following a modified procedure of Lepage & Roy (1984) (Rodriguez-Ruiz et al 1998).…”
mentioning
confidence: 99%
“…Evaporation of the analytes from the fibre was directly performed within the injection port (220°C) of the GC-MS (DB225-MS column, Alltech; T-program: 50°C [2 min, splitless]; ramped with 10°C min -1 to 200°C and with 30°C min -1 to 280°C [2 min]). Unsaturated aldehydes were identified as described (Pohnert 2000); long-chain aldehydes and volatile hydrocarbons were identified by comparison with synthetic (Schotten et al 1985) or commercially available reference compounds.Total fatty acid analysis. The analysis of total fatty acids was performed after trans-esterification following a modified procedure of Lepage & Roy (1984) (Rodriguez-Ruiz et al 1998).…”
mentioning
confidence: 99%
“…Many of these compounds are produced by the organism with the primary function of attracting male gametes to complete sexual reproduction, but some have also been shown to function as effective anti-predation agents, or may even be used to interfere with other pheromone communication systems of competing alga [103,104]. Many species of brown algae reported herein, including X. chondrophylla, Scytosiphon lomentaria and Hormosira banksii, have been found to produce the sexual pheromone hormosirene (309), suggesting that this is a particularly important pheromone for the phylum Ochrophyta [103,105]. The brown alga C. peregrina has been found to exhibit the pheromone (304), which has long been suspected as a sperm attractant for this and many other species [106].…”
Section: Miscellaneousmentioning
confidence: 95%
“…Terpenoids that populate this class are both acyclic and cyclic and are identified by terminal ketone or aldehyde functional groups, followed by C-15 or C-20 terpenoid tails. There are multiple varieties of mono-and sesquiterpenes including farnesylacetone epoxides (92)(93)(94), cyclic farnesylacetones (102)(103)(104)(105)(106)(107)(108)(109)(110), farnesylacetones (95-97, 101), geranylacetones (100) and geranylgeranal epoxides (98, 99) (see Supporting Information Figure S12). All compounds in this class were isolated and characterised from the alga Cystophora moniliformis [58,68,[70][71][72].…”
Section: Sesquiterpenes and Monoterpenesmentioning
confidence: 99%
“…Chemoenzymatic syntheses of these compounds have been carried out through optical resolution of racemic synthons [192,193,194]. For example, enantiomerically pure dictyopterenes A (48) and C' (49) were synthesized through enzymatic hydrolysis of cis-1,2-bis(butyryloxymethyl) cyclopropane to give optically pure cis-(1S, 2R)-1-hydroxymethyl-2-butyryloxymethylcyclopropane, a versatile cyclopropane synthon [195].…”
Section: Synthesis Of Other Pheromonesmentioning
confidence: 99%