1988
DOI: 10.7164/antibiotics.41.819
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New glycopeptide antibiotics. I. The structures of orienticins.

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Cited by 35 publications
(24 citation statements)
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“…The remaining monochloro regioisomer (residue 6), Orienticin A, can be obtained from natural sources. [80][81][82] Catalytic hydrogenation of A82846B (5% Pd/BaSO 4 , 15 psi H 2 , 2 h) results in the selective removal of the residue 2 chloro substituent, affording a product identical to Orienticin A (Scheme 11). 83 Under more vigorous conditions (10% Pd/C, 4 atm H 2 , 4 days) hydrogenation of A82846B affords the di-dechloro derivative A82846C.…”
Section: In Vitromentioning
confidence: 98%
“…The remaining monochloro regioisomer (residue 6), Orienticin A, can be obtained from natural sources. [80][81][82] Catalytic hydrogenation of A82846B (5% Pd/BaSO 4 , 15 psi H 2 , 2 h) results in the selective removal of the residue 2 chloro substituent, affording a product identical to Orienticin A (Scheme 11). 83 Under more vigorous conditions (10% Pd/C, 4 atm H 2 , 4 days) hydrogenation of A82846B affords the di-dechloro derivative A82846C.…”
Section: In Vitromentioning
confidence: 98%
“…In the vancomycin-type antibiotics, naturally occurring amino acid 1 is leucine or its methylated analogs (6,11,14,21,23,25,34,35). The state of methylation of the N-terminal leucine does not greatly affect the antibacterial activity of vancomycin.…”
Section: Structure-activity Relationships (Sar)mentioning
confidence: 99%
“…Several close structural analogs of vancomycin have been reported recently, and these include A51568 factors A and B (14); the M43 group of antibiotics (25); A82846 factors A, B, and C (23); orienticins (35); chloroorienticins (34); eremomycin (6); and MM45289 (11).…”
Section: Structure-activity Relationships (Sar)mentioning
confidence: 99%
“…Amycolatopsis orientalis is widely known for producing a large number of secondary metabolites including a potent glycopeptide antibiotic vancomycin [4] along with other related antibiotics as chloroeremomycin, eremomycin [52] and orienticins [53] (Fig. 5).…”
Section: Amycolatopsis Orientalismentioning
confidence: 99%