Nodulisporium

CoUetotrichum sp. CoUetotrichum spp. Nodulisporium sp. Phomopsis sp. Fusarium oxysporum Hypoxylon serpens... 

Later in 1997, Ondeyka et a/.83 reported the isolation and identification of the structure of nodulisporic acid (27) using micro-NMR probe technology. Nod-ulisporic acid is a novel insecticide from Nodulisporium sp. and was the first representative of a new class of indole terpenes to be identified. The authors used a combination of -detected homo- and heteronuclear 2D-NMR experiments to assemble the structure in conjunction with a series of three INADEQUATE, each 5 days long, optimized from 40 to 60 Hz that employed a 26 mg sample of 27. The INADEQUATE data were subjected to computer analysis,84 86 which identified 32 of 47 possible 13C-13C connectivities. 

Gliocladium deliquescens Gliocladium virens Macrophomina phaseolina Nodulisporium hinnuleum Penicillium charlesii Periconia circinata Streptomyces sp. 

Spinosyns were discovered from the fermentation broth of Saccharopolyspora spinosa by screening for mortality of blowfly larvae, and a mixture of spinosyns A (116) and D (117) was approved and used successfully as a crop protection and an antiparasitic animal health agent. (151) Nodulisporic acids are an indole diterpenoid class discovered from various species of Nodulisporium as orally active antiflea and antitick agents for dogs and cats (152, 153). The most active of the series is... 

JD, Ostlind DA, Tsou NN, Ball RG, Singh SB. Nodulisporic Acid A, a novel and potent insecticide from a nodulisporium sp. Isolation, structure determination, and chemical transformations. J. Am. Chem. Soc. 1997 119 8809-8816. 

Tryptophan and its relative indolylpyruvic acid (3.42) have been shown to precursors of hinnuliquinone (3.41), which is a pigment of Nodulisporium hin-nuleum. Typical of many fungal indoles in which alkylation by a dimethylallyl or isopentenyl group has occurred, mevalonate was also a precursor. However, the stage at which prenylation of a monomer or a dimer took place was unclear. Asterriquinone (3.43) from Aspergillus terreus and cochliodinol (3.44) from Chaetomium cochliodes are similar metabolites. Fission of the hydroxyquinone in the latter followed by lactonization leads to cochliodinone (3.45) in a sequence that is similar to that which inter-relates the terphenyls and pulvinic acids described in Chapter 7. 

Structure and biosynthesis of hinnuliquinone - a pigment from Nodulisporium hinnuleum, M.A. O Leary, J.R. Hanson and B.L. Yeoh, J. Chem. Soc., Perkin Trans., 1984, 567. 

Prod, by a Nodulisporium sp. Shows chlorosis-inducing props. Oil. 

Glycoprotein. Prod, by Nodulisporium M5094. Glucosyltransferase inhibitor used in the prevention of dental caries. Sol. H2O. Cax 280 (pH 6.3 buffer) (Berdy). 

Nodulisporacid A is a mixture of two geometric isomers structurally similar to tetronic acids (see Chapter 19). Both exhibited moderate antiplasmodial activity and were isolated from a Nodulisporium sp. associated with an unidentified coral from Surin Island, Thailand (Kasettrahat et al., 2008). 

Cnidaria Emericeiia, Nigrospora, Nodulisporium, Peniciiiium, Xyiaria Aspergillus, Epicoccum, Fusarium, Hyphomycetes, Zygosporium ... 

Kasettrahat, C., Ngamrojanavanich, N., Wiyakrutta, S., Mahidol, C., Ruchirawat, S., and Kittakoop, P. (2008) Cytotoxic and antiplasmodial substances from marine-derived Nodulisporium sp. and CRI247-01. Phytochemistry, 69, 2621-2626. 

---