Antifungal and Ichthyotoxic Sesquiterpenoids from Santalum album Heartwood

Tae Hoon Kim, Tsutomu Hatano, Keinosuke Okamoto, Takashi Yoshida, Hiroshi Kanzaki, Michiko Arita, Hideyuki Ito

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

In our continuing study on a survey of biologically active natural products from heartwood of Santalum album (Southwest Indian origin), we newly found potent fish toxic activity of an n-hexane soluble extract upon primary screening using killifish (medaka) and characterized α-santalol and β-santalol as the active components. The toxicity (median tolerance limit (TLm) after 24 h at 1.9 ppm) of α-santalol was comparable with that of a positive control, inulavosin (TLm after 24 h at 1.3 ppm). These fish toxic compounds including inulavosin were also found to show a significant antifungal effect against a dermatophytic fungus, Trichophyton rubrum. Based on a similarity of the morphological change of the immobilized Trichophyton hyphae in scanning electron micrographs between treatments with α-santalol and griseofulvin (used as the positive control), inhibitory effect of α-santalol on mitosis (the antifungal mechanism proposed for griseofulvin) was assessed using sea urchin embryos. As a result, α-santalol was revealed to be a potent antimitotic agent induced by interference with microtubule assembly. These data suggested that α-santalol or sandalwood oil would be promising to further practically investigate as therapeutic agent for cancers as well as fungal skin infections.

Original languageEnglish
JournalMolecules (Basel, Switzerland)
Volume22
Issue number7
DOIs
Publication statusPublished - Jul 8 2017

Fingerprint

Santalum
fishes
sea urchins
mitosis
fungi
embryos
infectious diseases
toxicity
screening
assembly
oils
Griseofulvin
cancer
Trichophyton
interference
Poisons
scanning
Fish
products
Fishes

Keywords

  • antifungal effect
  • antimitotic activity
  • ichthyotoxicity
  • inulavosin
  • Santalaceae
  • Santalum album L.
  • Trichophyton rubrum
  • α-santalol

ASJC Scopus subject areas

  • Analytical Chemistry
  • Chemistry (miscellaneous)
  • Molecular Medicine
  • Pharmaceutical Science
  • Drug Discovery
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Antifungal and Ichthyotoxic Sesquiterpenoids from Santalum album Heartwood. / Kim, Tae Hoon; Hatano, Tsutomu; Okamoto, Keinosuke; Yoshida, Takashi; Kanzaki, Hiroshi; Arita, Michiko; Ito, Hideyuki.

In: Molecules (Basel, Switzerland), Vol. 22, No. 7, 08.07.2017.

Research output: Contribution to journalArticle

Kim, Tae Hoon ; Hatano, Tsutomu ; Okamoto, Keinosuke ; Yoshida, Takashi ; Kanzaki, Hiroshi ; Arita, Michiko ; Ito, Hideyuki. / Antifungal and Ichthyotoxic Sesquiterpenoids from Santalum album Heartwood. In: Molecules (Basel, Switzerland). 2017 ; Vol. 22, No. 7.
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