“…The CD spectrum of 1 showed a positive cotton effect at the 220−270 nm region and two negative cotton effects at the 200−220 and 270−380 nm regions, which is very similar to the CD curve of albofungol, a degradation product from albofungin reported in literature − In addition, NOESY and difference NOE experiments supported the above assignment by observation of correlations from H-8 eq to H-9 and from H-11 ax to H-9, which were further inspected by using a three-dimensional model of 1 generated from computer simulation as shown in Figure . 2 Some important NOE correlations of 1 observed from NOESY and difference NOE experiments. …”
supporting
confidence: 79%
“…The CD spectrum of 1 showed a positive cotton effect at the 220-270 nm region and two negative cotton effects at the 200-220 and 270-380 nm regions, which is very similar to the CD curve of albofungol, a degradation product from albofungin reported in literature. 6 Therefore, the same stereochemistry at H-9 for 1 was assigned as axial (β-position) accordingly since the absolute stereochemistry of albofungol was well established. [6][7][8] In addition, NOESY and difference NOE experiments supported the above assignment by observation of correlations from H-8 eq to H-9 and from H-11 ax to H-9, which were further inspected by using a threedimensional model of 1 generated from computer simulation as shown in Figure 2.…”
A novel antifungal agent, Sch 54445, was isolated from the fermentation broth of an Actinoplanes species. Sch 54445 was identified as a polycyclic xanthone related to the albofungin family of compounds on the basis of analyses of spectroscopic data. As a broad-spectrum antifungal agent, Sch 54445 exhibits highly potent activities against various yeasts and dermatophytes with MIC values approximately 0.00038 microgram/mL.
“…The CD spectrum of 1 showed a positive cotton effect at the 220−270 nm region and two negative cotton effects at the 200−220 and 270−380 nm regions, which is very similar to the CD curve of albofungol, a degradation product from albofungin reported in literature − In addition, NOESY and difference NOE experiments supported the above assignment by observation of correlations from H-8 eq to H-9 and from H-11 ax to H-9, which were further inspected by using a three-dimensional model of 1 generated from computer simulation as shown in Figure . 2 Some important NOE correlations of 1 observed from NOESY and difference NOE experiments. …”
supporting
confidence: 79%
“…The CD spectrum of 1 showed a positive cotton effect at the 220-270 nm region and two negative cotton effects at the 200-220 and 270-380 nm regions, which is very similar to the CD curve of albofungol, a degradation product from albofungin reported in literature. 6 Therefore, the same stereochemistry at H-9 for 1 was assigned as axial (β-position) accordingly since the absolute stereochemistry of albofungol was well established. [6][7][8] In addition, NOESY and difference NOE experiments supported the above assignment by observation of correlations from H-8 eq to H-9 and from H-11 ax to H-9, which were further inspected by using a threedimensional model of 1 generated from computer simulation as shown in Figure 2.…”
A novel antifungal agent, Sch 54445, was isolated from the fermentation broth of an Actinoplanes species. Sch 54445 was identified as a polycyclic xanthone related to the albofungin family of compounds on the basis of analyses of spectroscopic data. As a broad-spectrum antifungal agent, Sch 54445 exhibits highly potent activities against various yeasts and dermatophytes with MIC values approximately 0.00038 microgram/mL.
“…These include the antiparasitic, [8] antibacterial, and antifungal, [9,19] albofungins from Actinomyces sp, the antibacterial, antifungal, [10] and antitumor [11] actinoplanones from an Actinoplane sp., and the antitumor [12] and antibacterial [13] citreamicins from Micromonospora citrea. Xantholipin from a Streptomyces sp.…”
The kibdelones are a novel family of bioactive heterocyclic polyketides produced by a rare soil actinomycete, Kibdelosporangium sp. (MST-108465). Complete relative stereostructures were assigned to kibdelones A-C (1-3), kibdelone B rhamnoside (5), 13-oxokibdelone A (7), and 25-methoxy-24-oxokibdelone C (8) on the basis of detailed spectroscopic analysis and chemical interconversion, as well as mechanistic and biosynthetic considerations. Under mild conditions, kibdelones B (2) and C (3) undergo a facile equilibration to kibdelones A-C (1-3), while kibdelone B rhamnoside (5) equilibrates to a mixture of kibdelone A-C rhamnosides (4-6). A plausible mechanism for this equilibration is proposed and involves air oxidation, quinone/hydroquinone redox transformations, and a choreographed sequence of keto/enol tautomerizations that aromatize ring C via a quinone methide intermediate. Kibdelones exhibit potent and selective cytotoxicity against a panel of human tumor cell lines and display significant antibacterial and nematocidal activity.
“…with all configurations opposite) (747). The absolute configuration was assigned by comparison of the CD spectra and the tx 0 values with those of the well established structures (749,750) of albofungin and its degradation product albofungol -a definite proof, however, is still missing (748). Chapter 1.1.)…”
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
