Asian Journal of Research in Chemistry

Open Access Open Access  Restricted Access Subscription Access
Open Access Open Access Open Access  Restricted Access Restricted Access Subscription Access

A Review on Pyranocoumarins and its biological importance


Affiliations
1 College of Pharmacy Sri Ramakrishna Institute of Paramedical Sciences 395, Sarojini Naidu Road, New Siddhapudur, Coimbatore - 641044 Tamilnadu, India., India
     

   Subscribe/Renew Journal


Heterocycles occupy a salient place in chemistry due to their wide range of activity in the fields of drug design, photochemistry, agrochemicals, dyes, and so on. Amongst all, Pyranocoumarin scaffold is considered as one of the most promising heterocycles found in natural and synthetic sources and has been shown to possess various biological activities including anti-inflammatory, anti-HIV, antitubercular, anti HBV, anti-dyslipidemic, antiplatelet, anti-inflammatory, antioxidant and antibacterial. Therefore, the objective of this review is to focus on important pyranocoumarin analogs with various biological activities.

Keywords

Pyranocoumarin, Anti-inflammatory, Anti-HIV, Antitubercular, Anti-inflammatory.
Subscription Login to verify subscription
User
Notifications
Font Size


  • Seyed Mehdi Razavia, Gholamhasan Imanzadehb, Fatemeh Soghra Jahedb , and Gholamreza Zarrini. Pyranocoumarins from Zosima absinthifolia (Vent) Link Roots. Russian Journal of Bioorganic Chemistry. 2013; 39(2): 215–217.doi.org/10.1134/s106816201301010x

  • Gen Zhang, Yaohu Zhang, Jiexi Yan, Ru Chen, Shoulei Wang, Yunxia Ma, and Rui Wang, One-Pot Enantioselective Synthesis of Functionalized Pyranocoumarins and 2-Amino-4H-chromenes: Discovery of a Type of Potent Antibacterial Agent. The Journal of Organic Chemistry. 2012; 77:878−888.

  • doi.org/10.1021/jo202020m

  • Gummudavelly Sandeep, Y Sri Ranganath, S Bhasker, N Rajkumar. Synthesis and Biological Screening of Some Novel Coumarin Derivatives. Asian Journal of Research in Chemistry.2009; 2 (1): 46-48.

  • Naoyuki Taira, Ruwani N. Nugara, Masashi Inafuku, Kensaku Takara, Takayuki Ogi, Toshio Ichiba, Hironori Iwasaki, Takafumi Okabe, Hirosuke Oku, In vivo and in vitro anti-obesity activities of dihydropyranocoumarins derivatives from Peucedanum japonicum Thunb. Journal of Functional Foods. 2017; 29: 19-28.doi.org/10.1016/j.jff.2016.11.030

  • Deepti Dongarwar Inamdar, Afeez M Dinakaran, Vadiraj D Kurdekar, Hemant R Jadhav. Synthesis and Antioxidant Potential of Novel 2-Isoxazole Substituted Chromenones Synthesized by Microwave Irradiation. Asian Journal of Research in Chemistry.2010; 3(1): 106-109.

  • Abu Yousuf Hossin, Masashi Inafuku, Hirosuke Oku. Dihydropyranocoumarins Exerted Anti-Obesity Activity In Vivo and its Activity Was Enhanced by Nanoparticulation with Polylactic-Co-Glycolic Acid. Nutrients. 2019; 11:3053. doi.org/10.3390/nu11123053

  • Jacob Jincy, Dey Tathagata, Ghate Manjunath, Baby Shaji. Synthesis of Some Novel Coumarino Benzimidazoles Derivatives for Anti-Inflammatory Screening. Asian Journal of Research in Chemistry.2010; 3(1): 116-120.

  • Prokopios Magiatis, Eleni Melliou, Alexios-Leandros Skaltsounis, Sofia Mitaku, Stephane Leonce, Pierre Renard, Alain Pierre, and Ghanem Atassi, Synthesis and Cytotoxic Activity of Pyranocoumarins of the Seselin and Xanthyletin Series. Journal of Natural Products, 1998; 61:982-986. doi.org/10.1021/np9800295

  • Sanjib Das, RC Das, SH Bhosale, Ashish A Gawai. Synthesis and Pharmacological Evaluation of Atypical Antipsychotic Activity of New Coumarinoacetamides. Asian Journal of Research in Chemistry. 2010; 3(1): 166-171.

  • Jimmy Yiu-Cheong Wua,b, Wang-Fun Fonga,b, Jin-Xia Zhanga,b, Chung-Hang Leunga,b, Hoi-Lung Kwongb , Meng-Su Yangb , Ding Lib , Hon-Yeung Cheung. Reversal of multidrug resistance in cancer cells by pyranocoumarins isolated from Radix Peucedani. European Journal of Pharmacology. 2003; 473:9 – 17.

  • doi.org/10.1016/s0014-2999(03)01946-0

  • Shubhangi S. Soman, Tirth H. Thaker, Radhika D. Baloni.Synthesis of Aminoacetylcoumarins and Aminoacetylnaphthocoumarins and their Antibacterial activity study. Asian Journal of Research in Chemistry. 2011; 4(1): 132136.

  • Yue-Lin Song ,Qing-Wen Zhang, Ya-Ping Li , Ru Yan, Yi-Tao Wang. Enantioseparation and Absolute Configuration Determination of Angular-Type Pyranocoumarins from Peucedani Radix Using Enzymatic Hydrolysis and Chiral HPLC-MS/MS Analysis. Molecules. 2012;17(4):4236-4251. doi.org/10.3390/molecules17044236

  • Vijaya Pawar, Sangeeta V. Chavan, Ramesh S. Yamgar, R. G.Atram, B.R. Thorat, Swati Bisht, Sudhir S. Sawant. Synthesis and Characterization of Novel Transition Metal Complexes of 4Methyl-7-Hydroxy 8-Formyl Coumarin and Their Biological Activities. Asian Journal of Research in Chemistry. 2011; 4(8): 1238-1242.

  • Atul Kumar, Ram Awatar Maurya, Siddharth Sharma, Pervez Ahmad, A. B. Singh, Gitika Bhatia, Arvind K. Srivastava.Pyranocoumarins: A new class of anti-hyperglycemic, and antidyslipidemic agents. Bioorganic & Medicinal Chemistry Letters.2009; 19:6447–6451. doi.org/10.1016/j.bmcl.2009.09.031

  • Ashok G. Gadre, V.V. Nawathye, D.B. Dalavi, D. J. Upadhyaya, B. R. Thorat, R. S. Yamgar. Synthesis and Characterization of Hydrazones, Pyrazoles and Pyrazolones from 8-Amino-6-Chloro Coumarine. Asian Journal of Research in Chemistry. 2011; 4(10): 1621-1624.

  • Bipasa Halder, Himadri S. Maity and Ahindra Nag. One Pot Synthesis of Biscoumarins and Pyranocoumarins by Coconut Juice as a Natural Catalyst. Current Organocatalysis. 2019;6: 1-18.

  • doi.org/10.2174/2213337206666190219142408

  • Boonsong Kongkathip, Ngampong Kongkathip, Arunrat Sunthitikawinsakul, Chanita Napaswat and Chalobon Yoosook. Anti-HIV-1 Constituents from Clausena excavata: Part II. Carbazoles and a Pyranocoumarin. Phytotherapy Research, 2005;19:728–731. doi.org/10.1002/ptr.1738

  • Arpit Singh, Aishwarya Singh, Gyanendra Singh. Selective recognition of Cd (II) using 5, 11, 17, 23-Tetra-tert-butyl-25,27bis(7’-methoxycoumarin-3’-methyloxy)-26, 28-dihydroxycalix [4] arene. Asian Journal of Research in Chemistry. 2012; 5(3): 433436.

  • Chung-Ren Su, Sheau Farn Yeh, Chih Miem Liu, Amooru G. Damu, Tsung-Hsiao Kuo, Po-Cheng Chiang, Kenneth F. Bastow, Kuo-Hsiung Lee, Tian-Shung Wu. Anti-HBV and cytotoxic activities of pyranocoumarin derivatives. Bioorganic & Medicinal Chemistry. 2009;17: 6137–6143.

  • doi.org/10.1016/j.bmc.2008.12.007

  • N. Habeela Jainab, P. Sivachidambaram, J. Yuvaraju, K. Jesintha Beyatricks, Bincy Raj. Microwave Mediated Synthesis, Characterisation and Biological activity of Certain New Mannich Bases of Isatin and Coumarin. Asian Journal of Research in Chemistry. 2014; 7(2): 176-181.

  • Dale L Barnard, Ze-Qi Xu, Valerie D Stowell, Hongwei Yuan, Donald F Smee, Raghu Samy, Robert W Sidwell, M Kim Nielsen, Lihui Sun, Hua Cao, Ailing Li, Clay Quint, Jeffrey Deignan, Jennifer Crabb and Michael T Flavin, Coumarins and pyranocoumarins, potential novel pharmacophores for inhibition of measles virus replication. Antiviral Chemistry & Chemotherapy. 2002,13:39–59. doi.org/10.1177/095632020201300104

  • Digambar Kumbhar, Reshma Patil, Dayanand Patil, Ajinkya Patravale, Dattatray Chandam, Sunetra Jadhav, Dattatray Chavan, Prafulla Choudhari, Manish Bhatia, Madhukar Deshmukh. Target Oriented Selective Synthesis of Antibacterial Active Tyrosinase Enzyme Inhibitor Coumarin Core Derivatives. Asian Journal of Research in Chemistry. 2015; 8(8): 511-520. doi: 10.5958/09744150

  • Hong-Min Xia, Chuang-Jun Li, Jing-Zhi Yang, Jie Ma, Yan Li, Li Li, Dong-Ming Zhang. Hepatoprotective pyranocoumarins from the stems of Clausena emarginata. Phytochemistry.2016; 130:238243. doi.org/10.1016/j.phytochem.2016.05.010

  • Hyo Jeong Lee, Hyo Jung Lee, Eun Ok Lee, Jac Ho Lee, Kuen Sung Lee, Kwan Hyun Kim, Sung-Hoon Kim, Junxuan Lu. In vivo Anti-Cancer Activity of Korean Angelica Gigas and its Major Pyranocoumarin Decursin. The American Journal of Chinese Medicine. 2009; 37(1):127–142. doi.org/10.1142/s0192415x09006722

  • Junming Guo, Cheng Jiang, Zhe Wang, Hyo-Jeong Lee, Hongbo Hu, Barbara Malewicz, Hyo-Jung Lee, Jae-Ho Lee, Nam-In Baek, Jin-Hyun Jeong, Dae-Keunm Kim, Kyung-Sun Kang, Sung-Hoon

  • Kim, Junxuan Lu. A novel class of pyranocoumarin anti-androgen receptor signaling compounds. Mol Cancer Ther. 2007; 6(3):907-917. doi.org/10.1158/1535-7163

  • Wei Wu, Su-Ni Tang, Yong Zhang, Manohar Puppala, Timothy K. Cooper, Chengguo Xing, Cheng Jiang,and Junxuan Lu. Prostate Cancer Xenograft Inhibitory Activity and Pharmacokinetics of

  • Decursinol, a Metabolite of Angelica gigas Pyranocoumarins, in Mouse Models. The American Journal of Chinese Medicine. 2017; 45(8): 1–20. doi.org/10.1142/s0192415x17500963

  • Wei-wei Mao, Ting-ting Wang, He-ping Zeng, Zhi-yu Wang, Jianping Chen, Jian-gang Shen. Synthesis and evaluation of novel substituted 5-hydroxycoumarin and pyranocoumarin derivatives

  • exhibiting significant antiproliferative activity against breast cancer cell lines. Bioorganic & Medicinal Chemistry Letters.2009;19 (16): 4570–4573. doi.org/10.1016/j.bmcl.2009.06.098

  • Salman Khan, Ran Joo Choi, Joohee Lee, Yeong Shik Kim. Attenuation of neuropathic pain and neuroinflammatory responses by a pyranocoumarin derivative, anomalin in animal and cellular

  • models. European Journal of Pharmacology. 2016; 774: 95-104.doi.org/10.1016/j.ejphar.2016.02.008

  • Ze-Qi Xu, Krzysztof Pupek, William J. Suling, Livia Enache and Michael T. Flavin. Pyranocoumarin, a novel anti-TB pharmacophore: Synthesis and biological evaluation against Mycobacterium tuberculosis. Bioorganic & Medicinal Chemistry. 2006;14: 4610–4626. doi.org/10.1016/j.bmc.2006.02.017

  • Nai-Cai Zhao, Wan-Bao Jin, Xin-Hua Zhang, Fu-Lang Guan, YuBin Sun, Hideyuki Adachi, Toru Okuyama. Relaxant effects of Pyranocoumarin compounds Isolated from a Chinese Medical

  • Plant, Bai-Hua Qian-Hu, on isolated Rabbit Tracheas and Pulmonary Arteries. Biol. Pharm. Bull. 1999;22 (9):984 – 987. doi.org/10.1248/bpb.22.984 .


Abstract Views: 131

PDF Views: 0




  • A Review on Pyranocoumarins and its biological importance

Abstract Views: 131  |  PDF Views: 0

Authors

K.P. Beena
College of Pharmacy Sri Ramakrishna Institute of Paramedical Sciences 395, Sarojini Naidu Road, New Siddhapudur, Coimbatore - 641044 Tamilnadu, India., India
G. Sathya Pooja
College of Pharmacy Sri Ramakrishna Institute of Paramedical Sciences 395, Sarojini Naidu Road, New Siddhapudur, Coimbatore - 641044 Tamilnadu, India., India

Abstract


Heterocycles occupy a salient place in chemistry due to their wide range of activity in the fields of drug design, photochemistry, agrochemicals, dyes, and so on. Amongst all, Pyranocoumarin scaffold is considered as one of the most promising heterocycles found in natural and synthetic sources and has been shown to possess various biological activities including anti-inflammatory, anti-HIV, antitubercular, anti HBV, anti-dyslipidemic, antiplatelet, anti-inflammatory, antioxidant and antibacterial. Therefore, the objective of this review is to focus on important pyranocoumarin analogs with various biological activities.

Keywords


Pyranocoumarin, Anti-inflammatory, Anti-HIV, Antitubercular, Anti-inflammatory.

References