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Antimicrobial Lavandulylated Flavonoids from a Sponge-Derived Streptomyces sp. G248 in East Vietnam Sea

1
Advanced Center for Bioorganic Chemistry, Institute of Marine Biochemistry, Vietnam Academy of Science and Technology (VAST), Hanoi 11307, Vietnam
2
Faculty of Chemistry, Graduate University of Science and Technology, VAST, Hanoi 11307, Vietnam
3
Institute of Applied Science and Technology, University Industry of Vinh, Vinh 43115, Vietnam
4
Institute for Tuberculosis Research, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60612, USA
5
Department of Pharmaceutical Sciences, College of Pharmacy, University of Illinois at Chicago, Chicago, IL 60607, USA
*
Author to whom correspondence should be addressed.
Mar. Drugs 2019, 17(9), 529; https://doi.org/10.3390/md17090529
Received: 16 August 2019 / Revised: 30 August 2019 / Accepted: 6 September 2019 / Published: 10 September 2019
Three new lavandulylated flavonoids, (2S,2″S)-6-lavandulyl-7,4′-dimethoxy-5,2′-dihydroxylflavanone (1), (2S,2″S)-6-lavandulyl-5,7,2′,4′-tetrahydroxylflavanone (2), and (2″S)-5′-lavandulyl-2′-methoxy-2,4,4′,6′-tetrahydroxylchalcone (3), along with seven known compounds 4–10 were isolated from culture broth of Streptomyces sp. G248. Their structures were established by spectroscopic data analysis, including 1D and 2D nuclear magnetic resonance (NMR), and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS). The absolute configurations of 1–3 were resolved by comparison of their experimental and calculated electronic circular dichroism spectra. Compounds 1–3 exhibited remarkable antimicrobial activity. Whereas, two known compounds 4 and 5 exhibited inhibitory activity against Mycobacterium tuberculosis H37Rv with minimum inhibitory concentration (MIC) values of 6.0 µg/mL and 11.1 µg/mL, respectively. View Full-Text
Keywords: actinomycete; Streptomyces; flavonoid; anti-tuberculosis; anti-microbial; cytotoxicity actinomycete; Streptomyces; flavonoid; anti-tuberculosis; anti-microbial; cytotoxicity
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Cao, D.D.; Trinh, T.T.V.; Doan Thi Mai, H.; Vu, V.N.; Le, H.M.; Vu Thi, Q.; Nguyen, M.A.; Duong, T.T.; Tran, D.T.; Chau, V.M.; Ma, R.; Shetye, G.; Cho, S.; Murphy, B.T.; Pham, V.C. Antimicrobial Lavandulylated Flavonoids from a Sponge-Derived Streptomyces sp. G248 in East Vietnam Sea. Mar. Drugs 2019, 17, 529.

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