Colletofragarones A1 and A2, novel germination self-inhibitors from the fungus Colletotrichum fragariae

Inoue, Masafumi; Takenaka, Hideyuki; Tsurushima, Tetsu; Miyagawa, Hisashi; Ueno, Tamio

doi:10.1016/0040-4039(96)01212-9

Cited by 37 publications

(36 citation statements)

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“…4 Colletofragarones A1 and A2 (4) differ from dictyosphaeric acids A (1) and B (2) in that they do not contain the carboxylic acid and also display a different hydroxylation pattern. Although members of the Penicillia are ubiquitous fungi, isolate F01V25 represents an undescribed species.…”

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confidence: 99%

Dictyosphaeric Acids A and B: New Decalactones from an Undescribed Penicillium sp. Obtained from the Alga Dictyosphaeria versluyii

et al. 2004

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Fungal isolate F01V25 was obtained from the alga Dictyosphaeria versluyii collected near Dravuni, Fiji, in 2001 and represented a previously undescribed Penicillium sp. Fermentation of isolate F01V25 resulted in the production of two new polyketides, dictyosphaeric acids A and B, along with the known anthraquinone carviolin. The relative stereochemistry of dictyosphaeric acids A and B was determined using the J-based configuration analysis method in conjunction with ROE and NOE correlations.

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confidence: 99%

Dictyosphaeric Acids A and B: New Decalactones from an Undescribed Penicillium sp. Obtained from the Alga Dictyosphaeria versluyii

et al. 2004

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“…Putaminoxin (35), putaminoxins B, D, E (36)(37)(38) Phoma putaminum Fungal pathogen [15][16][17] Colletofragarones A1, A2 (50,51) Colletotrichum fragariae Fungus [18] Mueggelone (gloeolactone) (39) Aphanizomenon flos-aquae (Gloeotrichia sp.) Cyanobacterium [8,9] Aspinolides A-C (1-3) Aspergillus chraceus (DSM-7428) Fungus [19] Sporostatin (M5032) (53) Sporormiella sp.…”

Section: Simple Nonanolides With Methyl and Oxygen Substituentsmentioning

confidence: 99%

“…Stagonolide A (44), the main phytotoxic metabolite with interesting phytotoxic properties, was isolated and characterized in 2007 [32]. From the same fungus grown in solid culture, eight additional new nonenolides, stagonolides B-I (45,(17)(18)(19)(20)(21)(22)(23) and modiolide A (8) were isolated. Their structures were characterized using 2D NMR spectroscopic analyses.…”

Section: Simple Nonanolides With Methyl and Oxygen Substituentsmentioning

confidence: 99%

Nonanolides of Natural Origin: Structure, Synthesis, and Biological Activity

Sun¹,

Lu²,

Ree³

et al. 2012

curr med chem

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Naturally occurring nonanolides (synonym decanolides) are a large family of secondary metabolites with an interesting 10- membered macrolide subunit. Metabolites of the nonanolide family have been found to have various biological activities, including cytotoxic, phytotoxic, antimalarial, antifungal, antibacterial, and antimicrofilament activities. An early review of the chemistry and bioactivity of nonanolides was presented in 1996, covering the literature published between 1975 and 1995. During the past decades, the broad spectrum of bioactivity and the intriguing structure of the medium-sized ring in nonanolide analogues have continuously drawn the attention of biologists and natural product and synthetic chemists, resulting in a great number of publications. This review summarizes in whole the recent progress in the field of the nonanolides of natural origin, aiming to give the readers a brief view of the compounds, concerning their natural occurrence, structural elucidation, biological activities, total synthesis, and structure-activity relationships. The article covers the literature published in the period from the beginning of 1996 to July 2011.

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“…This urged us to perform further chemical research on the self inhibitors from tungus. 27) Two relatively stable compounds were successfully isolated among the newly discovered self inhibitors, the remainder of which were not analyzed because their unstable or volatile characters made it difficult to purify and isolate them. The two isolated compounds were named colletofragarones A 1 and A2.…”

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confidence: 99%