2008
DOI: 10.1007/s11745-008-3249-3
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Identification of Novel Acetylenic Alcohols and a New Dihydrothiopyranone from the Tropical Sponge Reniochalina sp.

Abstract: Two new acetylenic alcohols (1-2) and a new dihydrothiopyranone (3) were isolated from the tropical sponge Reniochalina sp. Their structures were determined by spectroscopic and chemical methods to be (3R)-hydroxyoctatriacont-(4E)-en-1-yne (1), 5-hydroxyheptatriacont-(3Z)-en-1-yne (2) and 2-hexadecyl-2,3-dihydrothiopyran-4-one (3). The acetylenic alcohol (1) exhibited significant growth inhibitory effect against human tumor cell lines.

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Cited by 16 publications
(9 citation statements)
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“…Furthermore, highlights about the therapeutic lead potential of such structures have been discussed in recent reviews, 13,25 including the outcome that one compound (see I in Figure S10) exhibited a small in vivo T/C = 130% against IGROV-1 (human ovarian) cancer cells in athymic mice. 26 Based on previous findings (see structures II , 27 IV , 26 VI 19 and VIII , 28 Figure S10), compounds containing substructure A , present in all of our isolates ( 1–9 ), would be expected to exhibit low to sub-micromolar in vitro cytotoxicity to a range of solid tumor cancer cells. Unknown from the literature were the responses to be expected for these compounds against non-proliferating normal cells.…”
Section: Resultssupporting
confidence: 57%
See 1 more Smart Citation
“…Furthermore, highlights about the therapeutic lead potential of such structures have been discussed in recent reviews, 13,25 including the outcome that one compound (see I in Figure S10) exhibited a small in vivo T/C = 130% against IGROV-1 (human ovarian) cancer cells in athymic mice. 26 Based on previous findings (see structures II , 27 IV , 26 VI 19 and VIII , 28 Figure S10), compounds containing substructure A , present in all of our isolates ( 1–9 ), would be expected to exhibit low to sub-micromolar in vitro cytotoxicity to a range of solid tumor cancer cells. Unknown from the literature were the responses to be expected for these compounds against non-proliferating normal cells.…”
Section: Resultssupporting
confidence: 57%
“…13 At this juncture the prospects for further therapeutic lead development of the active pharmacophore associated with substructure A continues to be a challenge. The major issues include: (a) potent but indiscriminant cytotoxicity, demonstrated above, accompanied by broad toxicity to mammalian cells, (b) contradictory patterns of structure-related cytotoxicity (as shown by three sets of entries in Figure S10: see II vs. III , 27 IV vs. V , 26 and VIII vs. IX 28 ), (c) general compound instability, and (d) incomplete understanding about the molecular target associated with their cytotoxicity. 13 …”
Section: Resultsmentioning
confidence: 99%
“…The four heptapeptides (A–D) were inactive against the tested cell lines. This report has drawn attention to the marine secondary metabolites from the sponges of the genus Reniochalina , which was previously dominated by dihydrothiopyranone, fatty acids, and acetylenic alcohols [ 89 , 90 , 91 ]. Recently isolated anticancer cyclic peptides were listed in Figure 4 .…”
Section: Recently Reported Naturally Occurring Bioactive Cyclopeptmentioning
confidence: 99%
“…(Lee et al, 2009). These exhibited a significant growth inhibiting effect against human tumor cell lines.…”
Section: Alcohols With Both Double and Triple Bondsmentioning
confidence: 99%