title: Isolation, synthesis and biological evaluation of phenylpropanoids from the rhizomes of Alpania galanga.
abstract: Bioactivity guided investigation of the DCM: MeOH (1:1) extract from the rhizomes of Alpinia galanga led to the isolation of phenylpropanoids (1-9) and their structures were established by 1H NMR, 13C NMR, IR a nd LC-MS/MS. Th ese compounds have b een evaluated for their in vitro anticanceractivity against the human cancer cell lines A549 (lung cancer), Colo-205 (colon cancer), A431 (skin cancer), NCI H460 (lung cancer), PC-3 (prostate cancer), and HT-29 (colon cancer). Compounds 4 and 9 showed potent anticancer activity (ranging from 1.3-19.7 microg/mL) against all the tested cancer cell lines. In addition, an asymmetric synthesis of acetoxychavicol acetate (1) and trans-p-coumaryl alcohol (4) has been accomplished in six steps starting from readily available p-hydroxybenzaldehyde for the first time. Grignard reaction and Sharpless kinetic resolution reactions were utilized as the key steps to install the basic core.
authors.affiliation: Division ofNatural Product Chemistry, CSIR- Indian Institute of Chemical Technology, Hyderabad-500007, India
authors.forename: Sumit S
authors.initials: SS
authors.lastname: Chourasiya
authors.affiliation: Division ofNatural Product Chemistry, CSIR- Indian Institute of Chemical Technology, Hyderabad-500007, India
authors.forename: Eppakayala
authors.initials: E
authors.lastname: Sreedhar
authors.affiliation: Division ofNatural Product Chemistry, CSIR- Indian Institute of Chemical Technology, Hyderabad-500007, India
authors.forename: K Suresh
authors.initials: KS
authors.lastname: Babu
authors.affiliation: Department of Medicinal Chemistry, National Institute of Pharmaceutical Education and Research (NIPER), Hyderabad-500037, India
authors.forename: Nagula
authors.initials: N
authors.lastname: Shankaraiah
authors.affiliation: Division ofMedicnal Chemistry &Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, India.
authors.forename: V Lakshma
authors.initials: VL
authors.lastname: Nayak
authors.affiliation: Division ofMedicnal Chemistry &Pharmacology Division, CSIR-Indian Institute of Chemical Technology, Hyderabad-500 607, India.
authors.forename: S
authors.initials: S
authors.lastname: Ramakrishna
authors.affiliation: Pharmacognosy Division, Manipal University, Manipal-576 104, India.
authors.forename: S
authors.initials: S
authors.lastname: Sravani
authors.affiliation: Department of Chemistry, Krishna University, Machilipatnam, India.
authors.forename: M V
authors.initials: MV
authors.lastname: Basaveswara Rao
mesh_terms: D032429:Alpinia / Q000737:chemistry*; D000972:Antineoplastic Agents, Phytogenic / Q000138:chemical synthesis / Q000302:isolation & purification*; D004354:Drug Screening Assays, Antitumor; D019073:HT29 Cells; D006801:Humans; D015394:Molecular Structure; D010666:Phenylpropionates / Q000138:chemical synthesis / Q000302:isolation & purification*; D027343:Rhizome / Q000737:chemistry
chemical_list: D000972:Antineoplastic Agents, Phytogenic; D010666:Phenylpropionates