The Modification of Natural Products for Medical Use

Overview

Journal Acta Pharm Sin B

Publisher Elsevier

Specialty Pharmacology

Date 2017 Mar 18

PMID 28303218

Citations 91

Authors

Zongru Guo

Affiliations

Soon will be listed here.

Abstract

Drug innovation is characterized by painstaking molecular-level syntheses and modifications as the basic components of research and development. Similarly, natural products are chemically tailored and modified based upon their structural and biological properties. To some extent, the modification of natural products is quite different from structure-based drug discovery. This review describes the general strategies and principles for the modification of natural products to drugs, as illustrated by several successful medicines that originated from natural products.

Citing Articles

A Narrative Review on Plant Extracts for Metabolic Syndrome: Efficacy, Safety, and Technological Advances.

Ullah H, Dacrema M, Buccato D, Fayed M, De Lellis L, Morone M Nutrients. 2025; 17(5).

PMID: 40077747 PMC: 11901876. DOI: 10.3390/nu17050877.

Preventing Oral Dual Biofilm Development with Innovative Bioactive Varnishes.

Costa T, Puppin-Rontani R, de Castilho A J Funct Biomater. 2025; 16(2).

PMID: 39997604 PMC: 11856875. DOI: 10.3390/jfb16020070.

Concise Synthesis of Naphthalene-Based 14-Aza-12-Oxasteroids.

Srivastava S, Luo J, Whalen D, Robertson K, Jha A Molecules. 2025; 30(2).

PMID: 39860282 PMC: 11767449. DOI: 10.3390/molecules30020415.

Accelerating antimicrobial peptide design: Leveraging deep learning for rapid discovery.

Al-Omari A, Akkam Y, Zyout A, Younis S, Tawalbeh S, Al-Sawalmeh K PLoS One. 2024; 19(12):e0315477.

PMID: 39705302 PMC: 11661626. DOI: 10.1371/journal.pone.0315477.

Targeted isolation of antiviral cinnamoylphloroglucinol-terpene adducts from by building blocks-based molecular networking approach.

Song J, Huang R, Cai J, Wu Z, Hu L, Sun W Acta Pharm Sin B. 2024; 14(10):4443-4460.

PMID: 39525571 PMC: 11544174. DOI: 10.1016/j.apsb.2024.04.031.

References

Sarver R, Bills E, Bolton G, Bratton L, Caspers N, Dunbar J . Thermodynamic and structure guided design of statin based inhibitors of 3-hydroxy-3-methylglutaryl coenzyme A reductase. J Med Chem. 2008; 51(13):3804-13. DOI: 10.1021/jm7015057. View

Chackalamannil S, Wang Y, Greenlee W, Hu Z, Xia Y, Ahn H . Discovery of a novel, orally active himbacine-based thrombin receptor antagonist (SCH 530348) with potent antiplatelet activity. J Med Chem. 2008; 51(11):3061-4. DOI: 10.1021/jm800180e. View

Dolle R, Machaut M, Martinez-Teipel B, Belanger S, Cassel J, Stabley G . (4-Carboxamido)phenylalanine is a surrogate for tyrosine in opioid receptor peptide ligands. Bioorg Med Chem Lett. 2004; 14(13):3545-8. DOI: 10.1016/j.bmcl.2004.04.039. View

Boehm M, Zhang L, Badea B, White S, Mais D, Berger E . Synthesis and structure-activity relationships of novel retinoid X receptor-selective retinoids. J Med Chem. 1994; 37(18):2930-41. DOI: 10.1021/jm00044a014. View

Higgins D, Chang R, Debabov D, Leung J, Wu T, Krause K . Telavancin, a multifunctional lipoglycopeptide, disrupts both cell wall synthesis and cell membrane integrity in methicillin-resistant Staphylococcus aureus. Antimicrob Agents Chemother. 2005; 49(3):1127-34. PMC: 549257. DOI: 10.1128/AAC.49.3.1127-1134.2005. View

Li Y, Yu P, Chen Y, Li L, Gai Y, Wang D . [Studies on analogs of artemisinine. I. The synthesis of ethers, carboxylic esters and carbonates of dihydroartemisinine (author's transl)]. Yao Xue Xue Bao. 1981; 16(6):429-39. View

Lee C, Lin C, Lee Y, Wang G, Cheng Y, Liu H . Meisoindigo is a promising agent with in vitro and in vivo activity against human acute myeloid leukemia. Leuk Lymphoma. 2010; 51(5):897-905. DOI: 10.3109/10428191003672115. View

Clasby M, Chackalamannil S, Czarniecki M, Doller D, Eagen K, Greenlee W . Metabolism-based identification of a potent thrombin receptor antagonist. J Med Chem. 2007; 50(1):129-38. DOI: 10.1021/jm061043e. View

Breslin H, Miskowski T, Rafferty B, Coutinho S, Palmer J, Wallace N . Rationale, design, and synthesis of novel phenyl imidazoles as opioid receptor agonists for gastrointestinal disorders. J Med Chem. 2004; 47(21):5009-20. DOI: 10.1021/jm030548r. View

10.

Li C, Ji X . [Comparative study on the physiological disposition of 3H-indirubin and its derivatives, 3H-79002 and 3H-79005, in animals]. Yao Xue Xue Bao. 1983; 18(5):332-8. View

11.

Stachel S, Lee C, Spassova M, Chappell M, Bornmann W, Danishefsky S . On the interactivity of complex synthesis and tumor pharmacology in the drug discovery process: total synthesis and comparative in vivo evaluations of the 15-aza epothilones. J Org Chem. 2001; 66(12):4369-78. DOI: 10.1021/jo010275c. View

12.

Chan Y, Kwok H, Chan L, Leung K, Shi J, Mak N . An indirubin derivative, E804, exhibits potent angiosuppressive activity. Biochem Pharmacol. 2011; 83(5):598-607. DOI: 10.1016/j.bcp.2011.12.003. View

13.

Malabarba A, Ciabatti R, Scotti R, Goldstein B, Ferrari P, Kurz M . New semisynthetic glycopeptides MDL 63,246 and MDL 63,042, and other amide derivatives of antibiotic A-40,926 active against highly glycopeptide-resistant VanA enterococci. J Antibiot (Tokyo). 1995; 48(8):869-83. DOI: 10.7164/antibiotics.48.869. View

14.

Brossi A, Venugopalan B, Dominguez Gerpe L, Yeh H, Flippen-Anderson J, BUCHS P . Arteether, a new antimalarial drug: synthesis and antimalarial properties. J Med Chem. 1988; 31(3):645-50. DOI: 10.1021/jm00398a026. View

15.

Ehrenkranz J, Lewis N, Kahn C, Roth J . Phlorizin: a review. Diabetes Metab Res Rev. 2004; 21(1):31-8. DOI: 10.1002/dmrr.532. View

16.

Imamura M, Nakanishi K, Suzuki T, Ikegai K, Shiraki R, Ogiyama T . Discovery of Ipragliflozin (ASP1941): a novel C-glucoside with benzothiophene structure as a potent and selective sodium glucose co-transporter 2 (SGLT2) inhibitor for the treatment of type 2 diabetes mellitus. Bioorg Med Chem. 2012; 20(10):3263-79. DOI: 10.1016/j.bmc.2012.03.051. View

17.

Fujita T, Inoue K, Yamamoto S, Ikumoto T, Sasaki S, Toyama R . Fungal metabolites. Part 11. A potent immunosuppressive activity found in Isaria sinclairii metabolite. J Antibiot (Tokyo). 1994; 47(2):208-15. DOI: 10.7164/antibiotics.47.208. View

18.

Kagechika H, Kawachi E, Hashimoto Y, Himi T, Shudo K . Retinobenzoic acids. 1. Structure-activity relationships of aromatic amides with retinoidal activity. J Med Chem. 1988; 31(11):2182-92. DOI: 10.1021/jm00119a021. View

19.

Lee F, Borzilleri R, Fairchild C, Kamath A, Smykla R, Kramer R . Preclinical discovery of ixabepilone, a highly active antineoplastic agent. Cancer Chemother Pharmacol. 2008; 63(1):157-66. DOI: 10.1007/s00280-008-0724-8. View

20.

Suzuki T, Ando T, Tsuchiya K, Fukazawa N, Saito A, Mariko Y . Synthesis and histone deacetylase inhibitory activity of new benzamide derivatives. J Med Chem. 1999; 42(15):3001-3. DOI: 10.1021/jm980565u. View