A New Azaphilone, Falconensin H, from Emericella falconensis.

New Diphenyl Ethers from the Insect Pathogenic Fungus Cordyceps sp. BCC 1861

“…The 1 H-, 13 C-and 2D-NMR data (including COSY, NOESY, HMQC, and HMBC) indicated that this compound possessed 4-O-methyl-b-glucopyranose unit attached to a 3,3Ј-dihydroxy-5,5Ј-dimethyl diphenyl ether (diorcinol). 11,12) The aglycone composed of six aromatic methine carbons, six aromatic quaternary carbons and two methyl carbons as observed from 13 C-NMR/DEPT spectra. The 1 H-1 H COSY cross signals were detected between H-2/H-4, H-2/H-6, H-4/H-7, H-6/H-7, H-2Ј/H-4Ј, H-2Ј/H-6Ј, H-4Ј/H-7Ј, and H-6Ј/H-7Ј.…”

“…The vicinal coupling constants (J 1Љ,2Љ ϭ7.9 Hz, J 2Љ,3Љ ϭ9.2 Hz, J 3Љ,4Љ ϭ9.1 Hz, J 4Љ,5Љ ϭ9.6 Hz) revealed that H-1Љ to H-5Љ were all oriented in the axial positions of a pyranose ring. The attach-ment of a methoxyl at C-4Љ was assigned from HMBC spectrum in which correlations were observed from methoxyl protons 15) The aglycone, obtained by acid hydrolysis of 1, was spectroscopically identical to diorcinol (4), 11,12) which was also isolated as a co-metabolite from the fungus BCC 1861.…”

“…As part of our ongoing research program on bioactive constituents of insect pathogenic fungi, 1) we describe herein the isolation of two novel diphenyl ether glycosides, cordyols A (1) and B (2), a new diphenyl ether, cordyol C (3), together with three known diphenyl ethers, diorcinol (4), 11,12) violaceol-I (5) and violaceol-II (6), 13,14) from Cordyceps sp. BCC 1861.…”

Sch 1385568, a new azaphilone from Aspergillus sp.

“…culture (SPRI-0814). Various azaphilones and hydrogenated azaphilones have been isolated mainly from fungal species, such as Emericella sp., [3][4][5] Penicillium sp., [6][7][8] Phomopsis sp., 9 Chaetomium sp., 10 Pseudohalonectria sp. 11 and Anuulohypoxylon sp.…”

“…[3][4][5] Benzoyl substitution on C-8 for azaphilone is rare. 6,7,21 To the best of our knowledge, Sch1385568 (1) represents the fourth example of a C-8 benzoyl-substituted azaphilone.…”