Skip to main page content
U.S. flag

An official website of the United States government

Dot gov

The .gov means it’s official.
Federal government websites often end in .gov or .mil. Before sharing sensitive information, make sure you’re on a federal government site.

Https

The site is secure.
The https:// ensures that you are connecting to the official website and that any information you provide is encrypted and transmitted securely.

Access keys NCBI Homepage MyNCBI Homepage Main Content Main Navigation
. 2021 Jan 15;26(2):436.
doi: 10.3390/molecules26020436.

The Characteristic Fragrant Sesquiterpenes and 2-(2-Phenylethyl)chromones in Wild and Cultivated "Qi-Nan" Agarwood

Affiliations

The Characteristic Fragrant Sesquiterpenes and 2-(2-Phenylethyl)chromones in Wild and Cultivated "Qi-Nan" Agarwood

Li Yang et al. Molecules. .

Abstract

Recently, cultivated "Qi-Nan" (CQN) agarwood has emerged as a new high-quality agarwood in the agarwood market owing to its similar characteristics, such as high content of resin and richness in two 2-(2-phenylethyl)chromone derivatives, 2-(2-phenylethyl)chromone (59) and 2-[2-(4-methoxyphenyl)ethyl]chromone (60), to the wild harvested "Qi-Nan" (WQN) agarwood. In this study, we compared the chemical constituents and fragrant components of two types of WQN agarwood from A. agallocha Roxb. and A. sinensis, respectively, with CQN agarwood and ordinary agarwood varieties. Additionally, we analyzed different samples of WQN agarwood and CQN agarwood by GC-MS, which revealed several noteworthy differences between WQN and CQN agarwood. The chemical diversity of WQN was greater than that of CQN agarwood. The content of (59) and (60) was higher in CQN agarwood than in WQN agarwood. For the sesquiterpenes, the richness and diversity of sesquiterpenes in WQN agarwood, particularly guaiane and agarofuran sesquiterpenes, were higher than those in CQN. Moreover, guaiane-furans sesquiterpenes were only detected by GC-MS in WQN agarwood of A. sinensis and could be a chemical marker for the WQN agarwood of A. sinensis. In addition, we summarized the odor descriptions of the constituents and established the correlation of scents and chemical constituents in the agarwood.

Keywords: 2-(2-phenylethyl)chromone; GC-MS; cultivated “Qi-Nan” agarwood; fragrant component; sesquiterpene; wild harvested “Qi-Nan” agarwood.

PubMed Disclaimer

Conflict of interest statement

No potential conflict of interest was reported by the authors.

Figures

Figure 1
Figure 1
Structures of sesquiterpenes identified in “Qi-Nan” agarwood from A. agallocha and A. sinensis together with odor sesquiterpenes in agarwood.
Figure 2
Figure 2
Structures of 2-(2-phenylethyl)chromones identified in “Qi-Nan” agarwood from A. agallocha and A. sinensis.
Figure 3
Figure 3
The chemical distribution in wild harvested “Qi-Nan” (WQN) agarwood and cultivated “Qi-Nan” (CQN) agarwood (Sesquiterpenoids: Sqtp). The relative contents of chromones and sesquiterpenoids in the WQN and CQN agarwood (A). The relative contents of five predominant types of sesquiterpenes in the WQN and CQN agarwood (B).
Figure 4
Figure 4
Orthogonal partial least-squares (OPLS) model of the chemical constituents distribution of cultivated and wild harvested “Qi-Nan” agarwood.

References

    1. Rogers Z.S. A World Checklist of Thymelaeaceae (version 1) Missouri Botanical Garden; St. Louis, MI, USA: 2009.
    1. Li W., Cai C.H., Dong W.H., Guo Z.K., Wang H., Mei W.L., Dai H.F. 2-(2-Phenylethyl)chromone derivatives from Chinese agarwood induced by artificial holing. Fitoterapia. 2014;98:117–123. doi: 10.1016/j.fitote.2014.07.011. - DOI - PubMed
    1. Kalita J., Bhattacharyya P.R., Boruah H.D., Unni B.G., Lekhak H., Nath S.C. Association of Zeuzera conferta Walker on agarwood formation in Aquilaria malaccensis Lamk. Asian. J. Plant. Sci. Res. 2015;5:4–9.
    1. Hashim Y.Z.H.Y., Kerr P.G., Abbas P., Sallehab H.M. Aquilaria spp. (agarwood) as source of health beneficial compounds: A review of traditional use, phytochemistry and pharmacology. J. Ethnopharmacol. 2016;189:331–360. doi: 10.1016/j.jep.2016.06.055. - DOI - PubMed
    1. Naef R. The volatile and semi-volatile constituents of agarwood, the infected heartwood of Aquilaria species: A review. Flavour Frag. J. 2011;26:73–87. doi: 10.1002/ffj.2034. - DOI

LinkOut - more resources