iufro division 5 conference 5.07.b energy from biomass / chemicals from wood chi-lin wu and...

IUFRO Division 5 Conference

5.07.B Energy from biomass /

Chemicals from wood

Chi-Lin Wu and Shang-Tzen Chang

National Taiwan University

Isolation and Identification of Antifungal Constituents from the Heartwood Extracts of Taiwan Hinoki (Chamaecyparis obtusa var. formosana)

C.-L. Wu & S.-T. Chang

IUFRO Division 5 Conference5.07.B Energy from biomass / Chemicals from wood

School of Forestry and Resource Conservation, National Taiwan UniversityEmail: peter@ntu.edu.tw

National Taiwan University

Aim of work and methods Taiwan hinoki (Chamaecyparis obtusa var. formosana) is

an endemic species in Taiwan and its timbers are well

recognized for their natural decay resistance.

Isolation and identification of antifungal constituents from

the heartwood extracts of Taiwan hinoki were carried out

in this study.

Bioassay-guide fractionationAgar dilution assay

Column chromatography

HPLC

MS, 1H-NMR, 13C-NMR, and 2D-NMR analyses

(100 μg/mL) 0 20 40 60 80 100

Menthane-1,4-diol

Menthane-1,8-diol

α-Cadinol

δ-Cadinol

T-Muurolol

Hinokiol

Hinokione

Sandaracopimaric acid

β-Sitosterol

Stigmasterol

Antifungal index (%)

L. betulina

L. sulphureus

Results

Ethanolic Extract

Taiwan Hinoki Heartwood

n-Hex fr. EtOAc fr. EtOH fr.

CFH 1 CFH 6 CFH 12

Extracted by EtOH

Liquid-liquid partition

Column chromatography : Silica gel, n-Hex / EtOAc / MeOH

HPLC separation : Si-60 column, n-Hex/EtOAc

～ ～

H

H

OH

OH

H

H

OHH

H

OH

COOH COOH

O

OHOH

OH

OH

OH

OH

OH

0

25

50

75

100

Crude Hex EA EtOH

An

tifu

nga

l in

dex

(%

)

L. betulina

L. sulphureus

(500 μg/mL)

T-Muurolol α-Cadinol

H

H

OH

OH

H

H

OHH

H

OH

Control α-Cadinol

Heartwood extract exhibited an excellent antifungal activity against brown-rot fungus L. sulphureus and white-rot fungus L. betulina.

According to MS, 1H-NMR and 13C-NMR analyses, 16 compounds were identified, namely α-cadinol, -cadinol, T-muurolol, -costol, hinokiol, hinokione, sandaracopimaric acid… etc.

α-Cadinol and T-muurolol efficiently inhibited the growth of wood-rot fungi.

Conclusions

National Taiwan University