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New advanced glycation end-products inhibitors from Dichrostachys cinerea Wight & Arn.

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Abstract

Free radical scavenging and advanced glycation end-product (AGE) inhibitory potential were evaluated in the crude methanol extract of Dichrostachys cinerea. Bioassay-guided isolation led to the identification of four flavan-3-ols, namely (−)-mesquitol (1), oritin (2), (−)-festidinol (3) and (−)-epicatechin (4). Analysis of structure–activity relationships revealed that the presence of 7,8-dihydroxyl groups in the A-ring of flavan-3-ols in conjunction with 3′,4′-dihydroxyls in the B-ring (1) is an important criterion for displaying potent AGE inhibitory activity along with free radical scavenging properties. (−)-Mesquitol (1), oritin (2), and (−)-festidinol (3) were found to be new natural AGE inhibitors. (−)-Mesquitol (1) displayed the most potent AGE inhibitory activity. Results suggest that (−)-mesquitol (1) may serve as an important natural organic lead compound for future development of antiglycating agents along with potent antioxidant activity.

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Acknowledgments

Authors thank Dr. J. S. Yadav, Director, Indian Institute of Chemical Technology for his constant encouragement. This work was financially supported by the grant NWP-0004 from Council of Scientific and Industrial research, New Delhi (India) under CSIR-Network program.

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Authors and Affiliations

  1. Division of Organic Chemistry-I, Natural Product Laboratory, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500 607, India

    G. Suresh, M. Radha Krishna Murthy, K. Rajendra Prasad, R. Ranga Rao & K. Suresh Babu

  2. Division of Pharmacology, Indian Institute of Chemical Technology, Tarnaka, Hyderabad, 500 607, India

    Ashok K. Tiwari, D. Anand Kumar & A. Zehra Ali

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  1. G. Suresh
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  2. Ashok K. Tiwari
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  3. M. Radha Krishna Murthy
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  4. D. Anand Kumar
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  5. K. Rajendra Prasad
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  6. R. Ranga Rao
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  7. A. Zehra Ali
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  8. K. Suresh Babu
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Correspondence to Ashok K. Tiwari or K. Suresh Babu.

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Suresh, G., Tiwari, A.K., Radha Krishna Murthy, M. et al. New advanced glycation end-products inhibitors from Dichrostachys cinerea Wight & Arn.. J Nat Med 66, 213–216 (2012). https://doi.org/10.1007/s11418-011-0557-3

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  • DOI: https://doi.org/10.1007/s11418-011-0557-3

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