2022
DOI: 10.1039/d2ra05015c
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Norsesquiterpenoids from the octocoral Paralemnalia thyrsoides (Ehrenberg 1834)

Abstract: Three norsesquiterpenoids, pathyspirolactones A (1) and B (2), and napalilactone (3), featuring a γ-spirolactone moiety, were isolated from the cultured octocoral Paralemnalia thyrsoides.

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Cited by 8 publications
(4 citation statements)
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“…Three norsesquiterpenes pathyspirolactone A 1193 and B 1194 and napalilactone 1195 were isolated from cultured specimens of Paralemnalia thyrsoides . 486 The structure and relative configuration proposed for pathyspirolactone A is identical to that reported for a synthetic compound epi -pathylactone A. Notable differences in chemical shift and coupling constants for the H-1 methine resonance between the two compounds were attributed to the unlikely scenario that the NP was a new conformational isomer that did not interconvert when heated.…”
Section: Cnidarianssupporting
confidence: 59%
“…Three norsesquiterpenes pathyspirolactone A 1193 and B 1194 and napalilactone 1195 were isolated from cultured specimens of Paralemnalia thyrsoides . 486 The structure and relative configuration proposed for pathyspirolactone A is identical to that reported for a synthetic compound epi -pathylactone A. Notable differences in chemical shift and coupling constants for the H-1 methine resonance between the two compounds were attributed to the unlikely scenario that the NP was a new conformational isomer that did not interconvert when heated.…”
Section: Cnidarianssupporting
confidence: 59%
“…The four possible relative congurations were inputted into Spartan'16 and optimized at the MMFF94 level. [11][12][13] The predicted distance of key NOESY of possible congurations is shown in Table 2. The 1-3S*, 10R*, 11R* displayed the best result matching the experimental key NOESY correlations, and the calculated single optical rotation (SOR) value of 1-3S, 10R, 11R and 1-3R, 10S, 11S were +226 and −226, respectively.…”
Section: Resultsmentioning
confidence: 99%
“…The conformational search and calculated SOR results were carried out with the same method published as ref. 11–13. The brief procedure was described as follows.…”
Section: Methodsmentioning
confidence: 99%
“…From this viewpoint, our study aims to describe the isolation and identification of five fungal strains associated with the Red Sea soft coral Paralemnalia thyrsoides (Ehrenberg 1834), which is one of the most common marine invertebrates, natively distributed throughout tropical and subtropical regions of the Indo-Pacific Ocean [ 17 ]. Octocorals of the genus Paralemnalia (family Nephtheidae) represent a rich source of natural metabolites with intriguing and unique chemical features, such as; sesquiterpenoids, norsesquiterpenoids and diterpenoids [ 17 19 ]. Moreover, the cytotoxic potential of the fungal ethyl acetate extracts was investigated against four cancer cell lines.…”
Section: Introductionmentioning
confidence: 99%