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Chrysomycins A–C, antileukemic naphthocoumarins from Streptomyces sporoverrucosus

Jain, Shreyans K., Pathania, Anup S., Parshad, Rajinder, Raina, Chandji, Ali, Asif, Gupta, Ajai P., Kushwaha, Manoj, Aravinda, Subrayashastry, Bhushan, Shashi, Bharate, Sandip B., Vishwakarma, Ram A.
RSC advances 2013 v.3 no.43 pp. 21046-21053
DNA damage, Streptomyces, apoptosis, cell lines, cytotoxicity, hills, humans, inhibitory concentration 50, leukemia, neoplasm cells, nuclear magnetic resonance spectroscopy, soil sampling
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 (1–3) 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.