A New Antimycobacterial, 3β-Acetoxy-15α,22-dihydroxyhopane, from the Insect Pathogenic Fungus Aschersonia tubulata

Boonphong, Surat; Kittakoop, Prasat; Isaka, Masahiko; Palittapongarnpim, Prasit; Jaturapat, Amonlaya; Danwisetkanjana, Kannawat; Tanticharoen, Morakot; Thebtaranonth, Yodhathai

doi:10.1055/s-2001-11997

Cited by 36 publications

(21 citation statements)

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“…Ergosterol peroxide has been previously isolated from variety of fungi such as wood-rotting fungi (Kahlos et al 1989;Correa et al 2006), entomopathogenic fungi (Bok et al 1999;Boonphong et al 2001;Nam et al 2001;Kuo et al 2003), Aspergillus sp. and Penicillium sp.…”

Section: Discussionmentioning

confidence: 99%

Isolation of ergosterol peroxide from Nomuraea rileyi infected larvae of tobacco cutworm

Prompiboon

Bhumiratana²,

Ruchirawat³

et al. 2008

World J Microbiol Biotechnol

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In the search for potential cytotoxic substances produced by Nomuraea rileyi, an active compound was isolated from mycosed insects through an activity guided fractionation process. The compound, cytotoxic against the Sf9 insect cell line, was identified to be ergosterol peroxide (5a, 8a-epidioxy-24(R)-methylcholesta-6, 22-dien-3b-ol) using nuclear magnetic resonance techniques, infrared spectrometry, and mass spectroscopy. Anticancer screens demonstrated that ergosterol peroxide at micromolar concentrations inhibited the growth of hormone-dependent breast cancer cell line (T47D), hormone-independent breast cancer cell line (MDA-MB-231), human epidermoid carcinoma in mouth cell line (KB), human cervical carcinoma cell line (HeLa), lung cancer cell line (H69AR) and human cholangiocarcinoma cell line (HuCCA-1). Ergosterol peroxide showed moderate effects against Spodoptera litura larvae; 46.7% mortality via topical application after 7 day post-treatment whereas the insect's death was not found in per os application. The amounts of ergosterol peroxide produced by N. rileyi cultures under in vitro and in vivo were determined. The physiological levels of ergosterol peroxide detected in mycosed and mummified cadavers were very low (0.011 and 0.386 lg/larva) less then levels that either inhibited insect cell proliferation or caused insecticidal activity.

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Section: Discussionmentioning

confidence: 99%

Isolation of ergosterol peroxide from Nomuraea rileyi infected larvae of tobacco cutworm

Prompiboon

Bhumiratana²,

Ruchirawat³

et al. 2008

World J Microbiol Biotechnol

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“…produces destruxins and cytochalasins (Roberts, 1981); Paecilomyces tenuipes (Peck) Samson (=Isaria tenuipes) produces tenuipesine (Kikuchi et al, 2004); Akanthomyces gracilis Samson and Evans produces akanthomycin (Wagenar et al, 2002); Cordyceps pseudomilitaris Hywel-Jones & Sivichai produces coryanhidrides (Isaka et al, 2000); Tolypocladium spp. produce efrapeptins (Krasnoff and Gupta, 1992); Aschersonia aleyrodis Webber produces destruxins and homodestruxins (Krasnoff et al, 1996); and Aschersonia tubulata produces dustanin (Boonphong et al, 2001). For a review on metabolites produced by entomopathogenic fungi, see Roberts (1981), Gillespie and Claydon (1989), and Strasser et al (2000).…”

Section: Discussionmentioning

confidence: 99%

Entomopathogenic fungal endophytes

Vega¹,

Posada²,

Aime³

et al. 2008

Biological Control

414

238

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Fungal endophytes are quite common in nature and some of them have been shown to have adverse effects against insects, nematodes, and plant pathogens.Our research program is aimed at using fungal endophytes-mediated plant defense as a novel biological control mechanism against the coffee berry borer, the most devastating pest of coffee throughout the world. A survey of fungal endophytes in coffee plants from Hawaii, Colombia, Mexico, and Puerto Rico has revealed the presence of various genera of fungal entomopathogens, including Acremonium, Beauveria, Cladosporium, Clonostachys, and Paecilomyces. Two of these, B. bassiana and Clonostachys rosea, were tested against the coffee berry borer and were shown to be pathogenic. This paper reviews the possible mode of action of entomopathogenic fungal endophytes. Published by Elsevier Inc.

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“…However, the results concerning the antimycobacterial activity are contradictory. Whereas a previous study claimed that 1 mg/L of ergosterol peroxide completely inhibited the growth of the standard ATCC strain of Mycobacterium tuberculosis (H37Rv) (Cantrell et al, 1999), another study showed that it had no activity against the ATCC Mycobacterium tuberculosis H37Ra strain (Boonphong et al, 2001). Therefore, the purpose of the present study was to try to clarify the question of the antibacterial effects of this compound against Mycobacterium tuberculosis H37Rv ATCC 27294 employing the Bactec 460 radiometric system as well as the Bactec 960 Mgit system.…”

Section: Introductionmentioning

confidence: 96%

Antibacterial activity of ergosterol peroxide against Mycobacterium tuberculosis: dependence upon system and medium employed

Duarte

Ferreira

Martins

et al. 2007

Phytotherapy Research

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Ergosterol peroxide, cycloart-23-en-3beta,25-diol, vanillin and 4-hydroxybenzaldehyde have been isolated and characterized from a crude methanol extract of Euphorbia lagascae. Previous studies have shown contradictory results about the antibacterial activity of ergosterol peroxide against Mycobacterium tuberculosis. In order to clarify this question, the activity of this compound was tested against Mycobacterium tuberculosis H37Rv ATCC 27294 strain using two different systems: BACTEC 460TB (Bactec 460) and BACTEC MGIT 960 system (Bactec 960). The results obtained show that significant activity was demonstrable only with the Bactec 460 system. The lack of activity noted with the Bactec 960 system appears to be due to the much faster growth rate of the organism in the medium of this system as opposed to that of the Bactec 460 system. Ergosterol peroxide is also shown by the current study to be devoid of any activity against an antibiotic sensitive ATCC strain of Staphylococcus aureus.

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A New Antimycobacterial, 3β-Acetoxy-15α,22-dihydroxyhopane, from the Insect Pathogenic Fungus Aschersonia tubulata

Cited by 36 publications

References 0 publications

Isolation of ergosterol peroxide from Nomuraea rileyi infected larvae of tobacco cutworm

Isolation of ergosterol peroxide from Nomuraea rileyi infected larvae of tobacco cutworm

Entomopathogenic fungal endophytes

Antibacterial activity of ergosterol peroxide against Mycobacterium tuberculosis: dependence upon system and medium employed

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