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Tanzawaic acid derivatives from a marine isolate of Penicilliumsp. (SF-6013) with anti-inflammatory and PTP1B inhibitory activities

Cited 21 time in scopus
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Title
Tanzawaic acid derivatives from a marine isolate of Penicilliumsp. (SF-6013) with anti-inflammatory and PTP1B inhibitory activities
Other Titles
항염증과 PTP1B 억제활성을 가진 해양기원 Penicillium sp. (SF-6013) 균주로부터 Tanzawaic acid derivative들의 연구
Authors
Tran Hong Quang
Oh, Hyuncheol
김윤철
Yim, Joung Han
Sohn, Jae Hak
Yoon, Chi-Su
Kim, Dong-Cheol
Ko, Wonmin
Nguyen Thi Thanh Ngan
Keywords
Anti-inflammatory; Marine-derived fungus; PTP1B; Penicillium
Issue Date
2014
Citation
Tran Hong Quang, et al. 2014. "Tanzawaic acid derivatives from a marine isolate of Penicilliumsp. (SF-6013) with anti-inflammatory and PTP1B inhibitory activities". BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 24(24): 5787-5791.
Abstract
Chemical investigation of a marine-derived fungus Penicillium sp. SF-6013 resulted in the discovery of a new tanzawaic acid derivative, 2E,4Z-tanzawaic acid D (1), togetherwith four known analogues, tanzawaic acids A (2) and D (3), a salt form of tanzawaic acid E (4), and tanzawaic acid B (5). Their structures were mainly determined by analysis of NMR and MS data, along with chemical methods. Preliminary screening for anti-inflammatory effects in lipopolysaccharide (LPS)-activated microglial BV-2 cells showed that compounds 1, 2, and 5 inhibited the production of nitric oxide (NO) with IC50 values of 37.8, 7.1, and 42.5 lM, respectively. Compound 2 also inhibited NO production in LPS-stimulated RAW264.7 murine macrophages with an IC50 value of 27.0 lM. Moreover, these inhibitory effects correlated with the suppressive effect of compound 2 on inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2) expression in LPS-stimulated RAW264.7 and BV2 cells. In addition, compounds 2 and 5 significantly inhibited the activity of protein tyrosine phosphatase 1B (PTP1B) with the same IC50 value (8.2 lM).
URI
http://repository.kopri.re.kr/handle/201206/7318
DOI
http://dx.doi.org/10.1016/j.bmcl.2014.10.035
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