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Antifungal activity evaluation of the constituents of Haliclona baeri and Haliclona cymaeformis, collected from the Gulf of Thailand.

Wattanadilok R, Sawangwong P, Rodrigues C, Cidade H, Pinto M, Pinto E, Silva A, Kijjoa A - Mar Drugs (2007)

Bottom Line: The structures of tetillapyrone and nortetillapyrone were re-examined using HMBC correlations.Maleimide-5-oxime, p-hydroxybenzaldehyde, phenylacetic acid, tetillapyrone and nortetillapyrone were evaluated for their growth inhibitory effect against seven yeasts and eight filamentous fungi.Only nortetillapyrone showed antifungal activity, with a preponderance on the dermatophytic filamentous fungi.

View Article: PubMed Central - PubMed

Affiliation: Bangsaen Institute of Marine Science (BIMS), Burapha University, Bangsaen, Chonburi 20131, Thailand.

ABSTRACT
A new compound maleimide-5-oxime was isolated, together with 3,4-dihydroxybenzoic acid, tetillapyrone, from the ethyl acetate extract of the marine sponge Haliclona baeri while tetillapyrone, nortetillapyrone, p-hydroxybenzaldehyde and phenylacetic acid were isolated from the ethyl acetate extract of Haliclona cymaeformis, collected from the Gulf of Thailand. The structures of tetillapyrone and nortetillapyrone were re-examined using HMBC correlations. Maleimide-5-oxime, tetillapyrone and nortetillapyrone were found to be inactive against three human tumor cell lines (the estrogen-dependent ER(+) MCF-7, the estrogen-independent ER(-) MDA-MB-231 and NCI-H460. Maleimide-5-oxime, p-hydroxybenzaldehyde, phenylacetic acid, tetillapyrone and nortetillapyrone were evaluated for their growth inhibitory effect against seven yeasts and eight filamentous fungi. Only nortetillapyrone showed antifungal activity, with a preponderance on the dermatophytic filamentous fungi.

No MeSH data available.


Related in: MedlinePlus

Tautomerization of tetillapyrone (5, 6) and nortetillapyrone (6, 7).
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f2-md502040: Tautomerization of tetillapyrone (5, 6) and nortetillapyrone (6, 7).

Mentions: Since structures 5 and 6 of tetillapyrone are tautomers, they can exist in equilibrium in the solution. In the same way, structures 7 and 8 are also tautomers of nortetllapyrone and thus can also exist in equilibrium in the solution (Figure 2).


Antifungal activity evaluation of the constituents of Haliclona baeri and Haliclona cymaeformis, collected from the Gulf of Thailand.

Wattanadilok R, Sawangwong P, Rodrigues C, Cidade H, Pinto M, Pinto E, Silva A, Kijjoa A - Mar Drugs (2007)

Tautomerization of tetillapyrone (5, 6) and nortetillapyrone (6, 7).
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2365690&req=5

f2-md502040: Tautomerization of tetillapyrone (5, 6) and nortetillapyrone (6, 7).
Mentions: Since structures 5 and 6 of tetillapyrone are tautomers, they can exist in equilibrium in the solution. In the same way, structures 7 and 8 are also tautomers of nortetllapyrone and thus can also exist in equilibrium in the solution (Figure 2).

Bottom Line: The structures of tetillapyrone and nortetillapyrone were re-examined using HMBC correlations.Maleimide-5-oxime, p-hydroxybenzaldehyde, phenylacetic acid, tetillapyrone and nortetillapyrone were evaluated for their growth inhibitory effect against seven yeasts and eight filamentous fungi.Only nortetillapyrone showed antifungal activity, with a preponderance on the dermatophytic filamentous fungi.

View Article: PubMed Central - PubMed

Affiliation: Bangsaen Institute of Marine Science (BIMS), Burapha University, Bangsaen, Chonburi 20131, Thailand.

ABSTRACT
A new compound maleimide-5-oxime was isolated, together with 3,4-dihydroxybenzoic acid, tetillapyrone, from the ethyl acetate extract of the marine sponge Haliclona baeri while tetillapyrone, nortetillapyrone, p-hydroxybenzaldehyde and phenylacetic acid were isolated from the ethyl acetate extract of Haliclona cymaeformis, collected from the Gulf of Thailand. The structures of tetillapyrone and nortetillapyrone were re-examined using HMBC correlations. Maleimide-5-oxime, tetillapyrone and nortetillapyrone were found to be inactive against three human tumor cell lines (the estrogen-dependent ER(+) MCF-7, the estrogen-independent ER(-) MDA-MB-231 and NCI-H460. Maleimide-5-oxime, p-hydroxybenzaldehyde, phenylacetic acid, tetillapyrone and nortetillapyrone were evaluated for their growth inhibitory effect against seven yeasts and eight filamentous fungi. Only nortetillapyrone showed antifungal activity, with a preponderance on the dermatophytic filamentous fungi.

No MeSH data available.


Related in: MedlinePlus