2012
DOI: 10.1002/chir.22012
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Absolute configurations of integracins A, B, and 15′‐dehydroxy‐integracin B

Abstract: Integracins A (1) and B (2), potent HIV-1 integrase inhibitors, and 15'-dehydroxy-integracin B (3) were isolated for the first time from Chinese mangrove plant Sonneratia hainanensis. Their absolute configurations were determined by the Mosher's method and specific rotation analysis of alcohols (6 and 7) obtained from integracin A in two steps and by chemical correlation. Integracin A (1) also exhibited significant cytotoxicity against the tumor cell lines HepG2 and NCI-H460 with both 100% inhibitions at 25 µg… Show more

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Cited by 17 publications
(15 citation statements)
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“…38 However, we only detected A. penicillioides from one sample with culturing and 13.6% of samples with DNA sequencing. Integracin B was more prevalent than A (93% vs 71%), and they are produced by the endophyte, Cytonaema species 39 and Cytospora species 40 which were not identified in our samples. Alternariol MME, which has been also found in tobacco, grain sorghum and pecans, are produced by Alternaria tenuis, Alternaria dauci and Alternaria cucumerina.…”
Section: Citreorosein Emodin Alternariol Mme Integracin a Integracin contrasting
confidence: 57%
“…38 However, we only detected A. penicillioides from one sample with culturing and 13.6% of samples with DNA sequencing. Integracin B was more prevalent than A (93% vs 71%), and they are produced by the endophyte, Cytonaema species 39 and Cytospora species 40 which were not identified in our samples. Alternariol MME, which has been also found in tobacco, grain sorghum and pecans, are produced by Alternaria tenuis, Alternaria dauci and Alternaria cucumerina.…”
Section: Citreorosein Emodin Alternariol Mme Integracin a Integracin contrasting
confidence: 57%
“…Previously, pharmaceutical investigations on Sonneratia genus showed antidiabetic, antioxidant, antibacterial, and anti‐tumor properties …”
Section: Introductionmentioning
confidence: 99%
“…Upon publication, the article was immediately covered in the journal of Natural Product Reports as "hot off the press" [24] . In addition, three known compounds, integracins A and B (21 and 22) and 15-dehydroxy-integracin B (24), were isolated for the first time from the Chinese mangrove plant Sonneratia hainanensis [25] ( Figure 5). Although compounds 21-24 had been reported previously, their absolute configurations were not resolved until their absolute chemistry was determined using Mosher's method, the specific rotation analysis of the alcohols (24 and 25) obtained from integracin A (21) in two steps, and chemical correlation.…”
Section: Chemical Studies On Chinese Marine Plantsmentioning
confidence: 99%