Issue 43, 2013

Chrysomycins A–C, antileukemic naphthocoumarins from Streptomyces sporoverrucosus

Abstract

Two known naphthocoumarins, chrysomycins A (1) and B (2), along with one new naphthocoumarin chrysomycin C (3) were isolated from the antimicrobial strain of Streptomyces sporoverrucosus (MTCC11715) (isolated from soil samples from the Jammu hills) and characterized. The structure of the new compound 3 was established from 2D-NMR data. Chrysomycins A (1) and B (2) were identified using a strategic HPLC–PDA/LCMS and Dictionary of Natural Products (DNP) based fast dereplication. Additionally, two new naphthocoumarins, chrysomycins D and E were identified using LCMS, UV and DNP information. Chrysomycins A–C (13) were isolated for the first time from Streptomyces sporoverrucosus and were screened for cytotoxicity against a panel of cancer cell lines (A549, Colo205, PC-3, MIAPaCa-2, and HL-60), amongst which the most potent activity was observed against human leukemia HL-60 cells with IC50 values of 0.9, 0.95 and 11 μM, respectively. The mechanistic studies indicated that chrysomycins A (1) and B (2), at 1 μM concentration, distorted the cellular and nuclear morphology with significant DNA damage and apoptosis in HL-60 cells.

Graphical abstract: Chrysomycins A–C, antileukemic naphthocoumarins from Streptomyces sporoverrucosus

Supplementary files

Article information

Article type
Paper
Submitted
11 Jun 2013
Accepted
14 Aug 2013
First published
16 Aug 2013

RSC Adv., 2013,3, 21046-21053

Chrysomycins A–C, antileukemic naphthocoumarins from Streptomyces sporoverrucosus

S. K. Jain, A. S. Pathania, R. Parshad, C. Raina, A. Ali, A. P. Gupta, M. Kushwaha, S. Aravinda, S. Bhushan, S. B. Bharate and R. A. Vishwakarma, RSC Adv., 2013, 3, 21046 DOI: 10.1039/C3RA42884B

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