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Larvicidal activity of metabolites from the endophytic Podospora sp. against the malaria vector Anopheles gambiae.

Matasyoh JC, Dittrich B, Schueffler A, Laatsch H - Parasitol. Res. (2010)

Bottom Line: The results demonstrated that compound 1 was the most potent one with LC(50) and LC(90) values of 13.3 and 73.5 ppm, respectively.These results compared farvorably with the commercial larvicide pylarvex® that showed 100% mortality at the same concentration.Secosterigmatocystin (2) revealed relatively weak activity and therefore LC values were not determined.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Egerton University, PO Box 536, Egerton, Kenya. josphat2001@yahoo.com

ABSTRACT
In a screening for natural products with mosquito larvicidal activities, the endophytic fungus Podospora sp. isolated from the plant Laggera alata (Asteraceae) was conspicuous. Two xanthones, sterigmatocystin (1) and secosterigmatocystin (2), and an anthraquinone derivative (3) 13-hydroxyversicolorin B were isolated after fermentation on M(2) medium. These compounds were characterised using spectroscopic and X-ray analysis and examined against third instar larvae of Anopheles gambiae. The results demonstrated that compound 1 was the most potent one with LC(50) and LC(90) values of 13.3 and 73.5 ppm, respectively. Over 95% mortality was observed at a concentration 100 ppm after 24 h. These results compared farvorably with the commercial larvicide pylarvex® that showed 100% mortality at the same concentration. Compound 3 was less potent and had an LC(50) of 294.5 ppm and over 95% mortality was achieved at a concentration of 1,000 ppm. Secosterigmatocystin (2) revealed relatively weak activity and therefore LC values were not determined.

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X-ray structure of sterigmatocystin (1) (Deposited Data-CCDC 780811)
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Fig1: X-ray structure of sterigmatocystin (1) (Deposited Data-CCDC 780811)

Mentions: For compound 1, a molecular formula C18H12O6 was deduced from the positive high resolution electron spray ionization mass spectra (HRESIMS) pseudo-molecular ion peak at m/z 347.05254 (347.05261 calculated for [C18H12O6Na]+). Comparison of the 1H and 13C NMR data with those in the literature (Zhu and Lin 2007) indicated sterigmatocystin. Crystallisation from methanol and X-ray crystallography confirmed the identity (see Fig. 1). Sterigmatocystin (1) is a typical metabolite of Aspergillus sp. and was previously described from Aspergillus multicolor (Cole and Cox 1981).Fig. 1


Larvicidal activity of metabolites from the endophytic Podospora sp. against the malaria vector Anopheles gambiae.

Matasyoh JC, Dittrich B, Schueffler A, Laatsch H - Parasitol. Res. (2010)

X-ray structure of sterigmatocystin (1) (Deposited Data-CCDC 780811)
© Copyright Policy
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3040819&req=5

Fig1: X-ray structure of sterigmatocystin (1) (Deposited Data-CCDC 780811)
Mentions: For compound 1, a molecular formula C18H12O6 was deduced from the positive high resolution electron spray ionization mass spectra (HRESIMS) pseudo-molecular ion peak at m/z 347.05254 (347.05261 calculated for [C18H12O6Na]+). Comparison of the 1H and 13C NMR data with those in the literature (Zhu and Lin 2007) indicated sterigmatocystin. Crystallisation from methanol and X-ray crystallography confirmed the identity (see Fig. 1). Sterigmatocystin (1) is a typical metabolite of Aspergillus sp. and was previously described from Aspergillus multicolor (Cole and Cox 1981).Fig. 1

Bottom Line: The results demonstrated that compound 1 was the most potent one with LC(50) and LC(90) values of 13.3 and 73.5 ppm, respectively.These results compared farvorably with the commercial larvicide pylarvex® that showed 100% mortality at the same concentration.Secosterigmatocystin (2) revealed relatively weak activity and therefore LC values were not determined.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry, Egerton University, PO Box 536, Egerton, Kenya. josphat2001@yahoo.com

ABSTRACT
In a screening for natural products with mosquito larvicidal activities, the endophytic fungus Podospora sp. isolated from the plant Laggera alata (Asteraceae) was conspicuous. Two xanthones, sterigmatocystin (1) and secosterigmatocystin (2), and an anthraquinone derivative (3) 13-hydroxyversicolorin B were isolated after fermentation on M(2) medium. These compounds were characterised using spectroscopic and X-ray analysis and examined against third instar larvae of Anopheles gambiae. The results demonstrated that compound 1 was the most potent one with LC(50) and LC(90) values of 13.3 and 73.5 ppm, respectively. Over 95% mortality was observed at a concentration 100 ppm after 24 h. These results compared farvorably with the commercial larvicide pylarvex® that showed 100% mortality at the same concentration. Compound 3 was less potent and had an LC(50) of 294.5 ppm and over 95% mortality was achieved at a concentration of 1,000 ppm. Secosterigmatocystin (2) revealed relatively weak activity and therefore LC values were not determined.

Show MeSH