One-pot three steps cascade synthesis of novel isoandrographolide analogues and their cytotoxic activity

Discovery of Pesticide Candidates from Natural Plant Products: Semisynthesis and Characterization of Andrographolide-Based Esters and Study of Their Pesticidal Properties and Toxicology

“…Andrographolide ( 1 , Figure ) is a diterpene lactone compound isolated from the commonly used Chinese herbal medicine Andrographis paniculata . Andrographolide has anticancer, , antibacterial, antiviral, , antiinflammatory, anti-Alzheimer’s, and pesticidal activities, , but its pharmacological effects are limited by poor water solubility and low bioavailability . Therefore, structural modification of andrographolide is necessary to improve its bioactivities.…”

Exploring the synthetic potential of epoxide ring opening reactions toward the synthesis of alkaloids and terpenoids: a review

“… 17 Vinyl epoxides are important synthetic precursors in organic synthesis 18 as they lead towards the synthesis of (−)-(4 R ,5 R )-Muricatacin (a natural acetogenin) via regio or stereoselective ring opening reaction of epoxide. 19 Syntheses of numerous biological active compounds such as Sphingofungin, 20 Zoanthenol, 21 marine ladder polyethers, 22 Zampanolide, 23 epi -Muscarine, 24 Molestin E, 25 (−)-Epicoccin G and (−)-Rostratin A, 26 homoisoflavonoids, 27 Chlorotonils, 28 Lingzhiol, 29 Phomarol, 30 Isoandrographolide, 31 Citrinadins, 32 Isosilybin, 33 polyester, 34 Mupirocin 35 and Bisfuranoxide 36 etc. have been accomplished by involving epoxide chemistry.…”

H2O‐Mediated Epoxide Ring‐Opening with Concomitant C–S Bond Formation: A One‐Pot Method to 3‐Hydroxy‐oxindolino‐dithiocarbamates as Cytotoxic Agents

“…Recently, we have synthesized a series of spiro‐ oxindole derived morpholine‐fused‐1,2,3‐triazole hybrids by spiro‐epoxide ring‐opening which showed potent in vitro cytotoxicity . Moreover, an efficient cascade epoxide ring‐opening of andrographolide was developed by using aniline that results in the formation of cytotoxic 17‐amino‐8‐epi‐isoandrographolides …”