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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

Compounds isolated from Haliclona baeri and H. cymaeformis
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f1-md502040: Compounds isolated from Haliclona baeri and H. cymaeformis

Mentions: In the course of our investigation on bioactive compounds from the marine sponges from the Gulf of Thailand, we have investigated the chemical constituents of the two marine sponges Haliclona baeri and Haliclona cymaeformis, collected from the coastal area of Chonburi Province and from Koh Chang, Trad Province, Eastern Thailand, respectively. Isolated from Haliclona baeri were a new maleimide-5-oxime (1), 3,4-dihydroxybenzoic acid (2), tetillapyrone (5 and 6) while Haliclona cymaeformis furnished, besides tetillapyrone (5 and 6), p-hydroxybenzaldehyde (3), phenylacetic acid (4) and nortetillapyrone (7 and 8) (Figure 1). We have also re-examined the structures of tetillapyrone and nortetillapyrone, previously reported by our group from Tetilla japonica [11], as well as investigated the antifungal activity of the isolated compounds.


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)

Compounds isolated from Haliclona baeri and H. cymaeformis
© Copyright Policy
Related In: Results  -  Collection

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

f1-md502040: Compounds isolated from Haliclona baeri and H. cymaeformis
Mentions: In the course of our investigation on bioactive compounds from the marine sponges from the Gulf of Thailand, we have investigated the chemical constituents of the two marine sponges Haliclona baeri and Haliclona cymaeformis, collected from the coastal area of Chonburi Province and from Koh Chang, Trad Province, Eastern Thailand, respectively. Isolated from Haliclona baeri were a new maleimide-5-oxime (1), 3,4-dihydroxybenzoic acid (2), tetillapyrone (5 and 6) while Haliclona cymaeformis furnished, besides tetillapyrone (5 and 6), p-hydroxybenzaldehyde (3), phenylacetic acid (4) and nortetillapyrone (7 and 8) (Figure 1). We have also re-examined the structures of tetillapyrone and nortetillapyrone, previously reported by our group from Tetilla japonica [11], as well as investigated the antifungal activity of the isolated compounds.

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