Two New Abietane-type Diterpenes from the Bark of Cryptomeria japonica

Abstract

Phytochemical investigation of the methanol extract of the bark of Cryptomeria japonica has led to the isolation of two new abietane-type diterpenoids, 7a-(2’-butoxyethoxy)deoxocryptojaponol (1) and 7p-(2’-butoxyethoxy)deoxocryptojaponol (2). Their structures were established by means of 1D and 2D NMR spectra and HR-EI-MS, as well as on comparison with the reported data.

New Abietane-type Diterpenoids from the Bark of Cryptomeria japonica

“…A variety of biological activities including cytotoxic [23], antifungal [24], antibacterial [25], antioxidant [26], anti-inflammatory [27], and insect antifeedant [28] and repellent [29] properties have been reported for the crude extracts or secondary metabolites from this species. While searching for the new chemical ingredients of the bark of C. japonica, we have already reported the isolation of a cytotoxic sesquarterpene (C 35 ), cryptotrione, with an unprecedented skeleton possessing a conjugated abietane and cadinane [30], ten abietane-type diterpenoids [31][32][33], and two sesquarterpenoids [34]. In this report, we describe the isolation and structure elucidation of two new abietane-type diterpenoids (Figure 1).…”

Bioactive Dimeric Abietanoid Peroxides from the Bark of Cryptomeria japonica

“…The crude extracts and secondary metabolites from this species exhibited a wide array of bioactivities including cytotoxic [23], antifungal [24], antibacterial [23], antioxidant [25], anti-inflammatory [26], and insect antifeedant [27] and repellent [18] properties. While searching for bioactive chemical ingredients of the bark of C. japonica , we have already reported the isolation of three sesquarterpenoids [28,29] and ten abietane-type diterpenoids [30,31,32]. Herein, the isolation and structure elucidation of three new dimeric abietane-type diterpenoids are described as well as their inhibitory activity towards xanthine oxidase and angiotensin-converting enzymes.…”