title: A domino Knoevenagel hetero-Diels-Alder reaction for the synthesis of polycyclic chromene derivatives and evaluation of their cytotoxicity.
abstract: A novel octahydrochromeno[4,3-a]xanthen-1(2H)-one derivatives has been prepared using 10mol% dl-proline in ethanol via a domino Knoevenagel hetero-Diels-Alder reaction of alkene-tethered chromene-3-carboxaldehyde with cyclic 1,3-diketones. This is not only the first example on the preparation of highly diastereoselective pentacyclic chromene derivatives from alkene appended chromene-3-carboxaldehyde in one-pot process at ambient temperature but also preliminary evaluation of the cytotoxic activity of these chromene derivatives. Some of these compounds are found to exhibit potent cytotoxicity against two carcinoma cell lines A549 and B-16.
authors.affiliation: Natural Product Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India.
authors.forename: B V Subba
authors.initials: BV
authors.lastname: Reddy
authors.forename: Baddula
authors.initials: B
authors.lastname: Divya
authors.forename: Manisha
authors.initials: M
authors.lastname: Swain
authors.forename: T Prabhakar
authors.initials: TP
authors.lastname: Rao
authors.forename: J S
authors.initials: JS
authors.lastname: Yadav
authors.forename: M V P S
authors.initials: MV
authors.lastname: Vishnu Vardhan
mesh_terms: D000475:Alkenes / Q000138:chemical synthesis / Q000737:chemistry*; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D001578:Benzopyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D002277:Carcinoma / Q000188:drug therapy; D045744:Cell Line, Tumor; D002470:Cell Survival / Q000187:drug effects; D003500:Cyclization; D006801:Humans; D011083:Polycyclic Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism
chemical_list: D000475:Alkenes; D000970:Antineoplastic Agents; D001578:Benzopyrans; D011083:Polycyclic Compounds