2000
DOI: 10.7164/antibiotics.53.959
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Structure Determination and Total Synthesis of a Novel Antibacterial Substance, AB0022A, Produced by a Cellular Slime Mold.

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Cited by 38 publications
(21 citation statements)
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“…However, we found that by substituting solid copper for the copper bronze the yields were substantially improved. Cyclization and the concomitant deprotection of 13 in a 1:1 mixture of HBr and acetic acid [23,24] conveniently yielded 14 as the key intermediate. Next, we were faced with the challenge of functionalizing 14 with the appropriate acyl moiety.…”
Section: Resultsmentioning
confidence: 99%
“…However, we found that by substituting solid copper for the copper bronze the yields were substantially improved. Cyclization and the concomitant deprotection of 13 in a 1:1 mixture of HBr and acetic acid [23,24] conveniently yielded 14 as the key intermediate. Next, we were faced with the challenge of functionalizing 14 with the appropriate acyl moiety.…”
Section: Resultsmentioning
confidence: 99%
“…DIF-1 and its analogs possess anti-proliferative activity in mammalian cells (Asahi et al, 1995;Kubohara et al, 1995a,b;Kubohara, 1997;1999;Kubohara and Hosaka, 1999;Miwa et al, 2000;Takahashi-Yanaga et al, 2003;Akaishi et al, 2004;Shimizu et al, 2004). AB0022A (isolated from D. purpureum) possesses antibacterial activities against Gram-positive bacteria (Sawada et al, 2000). DGs (isolated from D. discoideum and D. purpureum) exhibit neurite outgrowth activity in PC12 cells (Kikuchi et al, 2002).…”
Section: Cellular Slime Molds As Drug Resourcesmentioning
confidence: 98%
“…In addition, DIF-1 has been shown to possess anti-influenza viral activity in vitro (Kuno et al, 2002) and to inhibit progesterone-induced meiosis in Xenopus oocytes . Then, AB0022A, a compound similar to DIF-1, was found in D. purpureum; this compound showed antibacterial activities against Gram-positive bacteria (Sawada et al, 2000). Kikuchi et al (2001Kikuchi et al ( , 2002 have isolated carbohydrate analogs, furanodictines (FDs) (Fig.…”
Section: Introductionmentioning
confidence: 99%
“…Although several compounds involved in the multicellular development of social amoebae have been isolated, AB0022A ( 54 ) (Scheme ) remains the only substance discovered from the social amoebae with antimicrobial activity . Isolated from D. purpureum strain K1001, it was found to selectively inhibit the growth of some Gram‐positive bacteria with minimal inhibitory concentrations (MIC) ranging from 0.40–50 μg mL −1 , whereas selected Gram‐negative bacteria were not inhibited at concentrations of 100 μg mL −1 .…”
Section: Substituted Phenyl Compoundsmentioning
confidence: 99%