The Anticancer, Antioxidant and Antimicrobial Properties of the Sesquiterpene β-Caryophyllene from the Essential Oil of Aquilaria crassna

  • Molecules. 2015 Jun 26;20(7):11808-29. doi: 10.3390/molecules200711808.
Saad S Dahham  1 Yasser M Tabana  2 Muhammad A Iqbal  3 Mohamed B K Ahamed  4 Mohammed O Ezzat  5 Aman S A Majid  6 Amin M S A Majid  7
Affiliations
  • 1. EMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
  • 2. EMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
  • 3. School of Chemical Sciences, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
  • 4. EMAN Biodiscoveries Sdn. Bhd. EUREKA Complex, Universiti Sains Malaysia (USM) Campus, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
  • 5. Centre for Drug Research, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
  • 6. Advanced Medical and Dental Institute (IPPT), Universiti Sains Malaysia, Bertam, 13200 Kepala Batas, Penang, Malaysia. [email protected].
  • 7. EMAN Research and Testing Laboratory, School of Pharmaceutical Sciences, Universiti Sains Malaysia, 11800 Minden, Pulau Pinang, Malaysia. [email protected].
Abstract

The present study reports a bioassay-guided isolation of β-caryophyllene from the essential oil of Aquilaria crassna. The structure of β-caryophyllene was confirmed using FT-IR, NMR and MS. The antimicrobial effect of β-caryophyllene was examined using human pathogenic Bacterial and Fungal strains. Its anti-oxidant properties were evaluated by DPPH and FRAP scavenging assays. The cytotoxicity of β-caryophyllene was tested against seven human Cancer cell lines. The corresponding selectivity index was determined by testing its cytotoxicity on normal cells. The effects of β-caryophyllene were studied on a series of in vitro antitumor-promoting assays using colon Cancer cells. Results showed that β-caryophyllene demonstrated selective Antibacterial activity against S. aureus (MIC 3 ± 1.0 µM) and more pronounced anti-fungal activity than kanamycin. β-Caryophyllene also displayed strong antioxidant effects. Additionally, β-caryophyllene exhibited selective anti-proliferative effects against colorectal Cancer cells (IC50 19 µM). The results also showed that β-caryophyllene induces Apoptosis via nuclear condensation and fragmentation pathways including disruption of mitochondrial membrane potential. Further, β-caryophyllene demonstrated potent inhibition against clonogenicity, migration, invasion and spheroid formation in colon Cancer cells. These results prompt us to state that β-caryophyllene is the active principle responsible for the selective Anticancer and antimicrobial activities of A. crassnia. β-Caryophyllene has great potential to be further developed as a promising chemotherapeutic agent against colorectal malignancies.

Keywords
anti-cancer; anti-clonogenic; apoptosis; colorectal cancer; nuclear fragmentation; β-caryophyllene.
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