Five novel naphthylisoquinoline alkaloids with growth inhibitory activities against human leukemia cells HL-60, K562 and U937 from stems and leaves of Ancistrocladus tectorius

Fitoterapia. 2013 Dec:91:305-312. doi: 10.1016/j.fitote.2013.09.010. Epub 2013 Sep 25.

Abstract

Two new 7,6'-coupled naphthylisoquinolines, namely ancistrotectorines A (1) and B (2), two new 5,3'-coupled naphthylisoquinolines, namely ancistrotectorines C (3) and D (4), and one new 7,8-coupled naphthylisoquinoline, namely ancistrotectorine E (5), together with 9 known naphthylisoquinoline alkaloids, hamatine (6), ancistrobertsonine B (7), ancistrocladinine (8), hamatinine (9), ancistrotanzanine A (10), ancistrotanzanine B (11), ancistrotectoriline B (12), 7-epi-ancistrobrevine D (13), and ancistrotectorine (14), were isolated from the 70% EtOH extract of Ancistrocladus tectorius. Their structures were elucidated based on the extensive analysis of spectroscopic data (1D, 2D NMR and MS). Compound 5 exhibited inhibitory activities against HL-60, K562 and U937 cell lines with IC50 values of 1.70, 4.18 and 2.56 μM respectively.

Keywords: 7-Epi-ancistrobrevine D (PubChem CID 375950); Ancistrobertsonine B (PubChem CID 10646544); Ancistrocladaceae; Ancistrocladinine (PubChem CID 375959); Ancistrocladus tectorius; Ancistrotanzanine A (PubChem CID 10319100); Ancistrotanzanine B (PubChem CID 10002166); Ancistrotectoriline B (PubChem CID 10093654); Ancistrotectorine (PubChem CID 179169); Ancistrotectorine E; Ancistrotectorines A; Ancistrotectorines B; Ancistrotectorines C; Ancistrotectorines D; Growth inhibitory activity; Hamatine (PubChem CID 161741); Hamatinine (PubChem CID 628520); Naphthylisoquinoline alkaloid.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents, Phytogenic / chemistry
  • Antineoplastic Agents, Phytogenic / isolation & purification
  • Antineoplastic Agents, Phytogenic / pharmacology
  • Antineoplastic Agents, Phytogenic / therapeutic use
  • HL-60 Cells
  • Humans
  • Inhibitory Concentration 50
  • Isoquinolines / chemistry
  • Isoquinolines / isolation & purification*
  • Isoquinolines / pharmacology
  • K562 Cells
  • Leukemia / drug therapy*
  • Magnoliopsida / chemistry*
  • Molecular Structure
  • Naphthols / chemistry
  • Naphthols / isolation & purification
  • Naphthols / pharmacology
  • Naphthols / therapeutic use*
  • Phytotherapy
  • Plant Extracts / chemistry
  • Plant Extracts / pharmacology
  • Plant Extracts / therapeutic use
  • Plant Leaves / chemistry
  • Plant Stems / chemistry
  • U937 Cells

Substances

  • Antineoplastic Agents, Phytogenic
  • Isoquinolines
  • Naphthols
  • Plant Extracts