Cytotoxicity and Antibacterial Potential of Halogenated Chamigrenes from Malaysian Red Alga, Laurencia majuscula

Takashi Kamada; Chin-Soon Phan; Tatsufumi Okino; Charles Santhanaraju Vairappan

doi:10.1055/a-0977-4418

Planta Medica International Open, Table of Contents

CC BY-NC-ND 4.0 · Planta Medica International Open 2019; 6(02): e36-e40
DOI: 10.1055/a-0977-4418

Original Papers

Cytotoxicity and Antibacterial Potential of Halogenated Chamigrenes from Malaysian Red Alga, Laurencia majuscula

Takashi Kamada

¹Laboratory of Natural Products Chemistry, Institute for Tropical Biology and Conservation, Universiti Malaysia Sabah, Jalan UMS, 88450 Kota Kinabalu, Sabah, Malaysia

²Laboratory of Natural Products Chemistry, Department of Materials and Life Science, Faculty of Science and Technology, Shizuoka Institute of Science and Technology, Fukuroi, Shizuoka 437-8555, Japan

,

Chin-Soon Phan

¹Laboratory of Natural Products Chemistry, Institute for Tropical Biology and Conservation, Universiti Malaysia Sabah, Jalan UMS, 88450 Kota Kinabalu, Sabah, Malaysia

,

Tatsufumi Okino

³Graduate School of Environmental Science, Faculty of Environmental Earth Science, Hokkaido University, Sapporo 060-0810, Japan

,

Charles Santhanaraju Vairappan

¹Laboratory of Natural Products Chemistry, Institute for Tropical Biology and Conservation, Universiti Malaysia Sabah, Jalan UMS, 88450 Kota Kinabalu, Sabah, Malaysia

› Author Affiliations

Abstract

Red algae of the genus Laurencia have been known to produce a wide array of bioactive secondary metabolites. Here, we report the isolation of two new halogenated chamigrenes, lauremantanones A (1) and B (2), along with seven known compounds, dendroidiol (3), (+)-elatol (4), cartilagineol (5), obtusol (6), (+)-laurencenone B (7), 2-chloro-3-hydroxy-α-chamigren-9-one (8), and puertitol A (9), from a population of Laurencia majuscula (Harvey) Lucas from Mantanani Island (North Borneo). The structures of the two new metabolites were determined based on spectroscopic data (IR, 1D and 2D NMR, and MS). Compounds isolated from this alga exhibited potent cytotoxic (HeLa, MCF-7, P-388) and antibacterial (against antibiotic-resistant clinical bacteria) activities. The major metabolite of this population has significant importance in the geographical distribution of this species globally.

Key words

Laurencia majuscula - Rhodomelaceae - red alga - halogenated - chamigrane sesquiterpene

Full Text

References

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