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.
GanWS. (1958) Manual of Medicine Plants in Taiwan, Vol 1, National Research Institute of Chinese Medicine, Taipei, 54.
2.
ShiehM, IizukaY, MatsubaraY. (1981) Monoterpenoid and sesquiterpenoid constituents of the essential oil of sugi (Cryptomeria japonica D. Don.). Agricultural and Biological Chemistry, 45, 1493-1495.
3.
NagahamaS, TazakiM. (1993) Terpenoids of wood oil of sugi (Cryptomeria japonica). Peculiarities of Obisugi variety. Mokuzai Gakkaishi, 39, 1077–1083.
4.
NagahamaS, TazakiM, SanetikaT, NishimuraK, TajimaM. (1996) Terpenoids of the wood oil of sugi (Cryptomeria japonica). 3. Components of Yakusugi. Mokuzai Gakkaishi, 42, 1121-1126.
5.
NagahamaS, TazakiM, NomuraH, NishimuraK, TajimaM, IwasitaY. (1996) Terpenoids of the wood oil of sugi (Cryptomeria japonica) IV. Components of form Yabukuguri. Mokuzai Gakkaishi, 42, 1127-1133.
6.
NagahamaS, TazakiM, SanetikaT, NishimuraK, TajimaM. (1998) Terpenoids of the wood oil of sugi (Cryptomeria japonica) V. Components of from Ayasugi. Mokuzai Gakkaishi, 44, 282–286.
7.
MoritaS, YatagaiM, FujitaS. (1995) Distributions of the extracts and sesquiterpenes in the trunk of Yakusugi (Cryptomeria japonica). Mokuzai Gakkaishi, 41, 938–944.
8.
NaritaH, YatagaiM, OhiraT. (2006) Chemical composition of the essential oils from bogwood of Cryptomeria japonica D. Don. Journal of Essential Oil Research, 18, 68–70.
9.
ShimizuM, TsujiH, ShogawaH, FukumuraH, TanaamiS, HayashiT, ArisawaM, MoritaN. (1988) Anti-inflammatory constituents of topically applied crude drugs. II. Constituents and anti-inflammatory effect of Cryptomeria japonica D. Don. Chemical & Pharmaceutical Bulletin, 36, 3967–3973.
10.
NagahamaS, TazakiM, KobayashiH, SumimotoM. (1993) Sesquiterpene alcohols from Cryptomeria japonica and C Fortunei leaf oil. Phytochemistry, 33, 879–882.
11.
SuWC, FangJM, ChengYS. (1993) Hexacarbocyclic triterpenes from leaves of Cryptomeria japonica. Phytochemistry, 34, 779–782.
12.
SuWC, FangJM, ChengYS. (1994) Abietanes and kauranes from leaves of Cryptomeria japonica. Phytochemistry, 35, 1279–1284.
13.
SuWC, FangJM, ChengYS. (1994) Labdanes from leaves of Cryptomeria japonica. Phytochemistry, 37, 1109–1114.
14.
SuWC, FangJM, ChengYS. (1995) Sesquiterpenes from leaves of Cryptomeria japonica. Phytochemistry, 39, 603–607.
15.
SuWC, FangJM, ChengYS. (1996) Diterpenoids from leaves of Cryptomeria japonica. Phytochemistry, 41, 255–261.
16.
SuWC, FangJM, ChengYS. (1995) Synthesis and structure determination of cryptomanhydride, an uncommon natural terpenic anhydride. Tetrahedron Letters, 36, 5367-5370.
17.
ChenXH, KimCS, KashiwagiT, TebayashiSI, HoriikeM. (2001) Antifeedants against Acusta despesta from the Japanese cedar, Cryptomeria japonica II. Bioscience, Biotechnology, and Biochemistry, 65, 1434-1437.
18.
MorisawaJ, KimCS, KashiwagiT, TebayashiSI, HoriikeM. (2002) Repellents in the Japanese cedar, Cryptomeria japonica, against the pill-bug, Armadillidium vulgare. Bioscience, Biotechnology, and Biochemistry, 66, 2424–2428.
19.
AriharaS, UmeyamaA, BandoS, ImotoS, OnoM, TaniM.YoshikawaK.A new abietane and two dimeric abietane diterpenes from the black heartwood of Cryptomeria japonica. (2004) Chemical & pharmaceutical Bulletin, 52, 354–358.
20.
ShibuyaT. (1992) Cryptoquinonemethides D and E, C 30-terpene quinone methides, from Cryptomeria japonica. Phytochemistry, 31, 4289–1294.
21.
YoshikawaK, TanakaT, UmeyamaA, AriharaS. (2006) Three abietane diterpenes and two diterpenes incorporated sesquiterpenes from the bark of Cryptomeria japonica. Chemical & Pharmaceutical Bulletin, 54, 315–319.
22.
YoshikawaK, SuzukiK, UmeyamaA, AriharaS. (2006) Abietane diterpenoids from the barks of Cryptomeria japonica. Chemical & Pharmaceutical Bulletin, 54, 574–578.
23.
KofujitaH, OtaM, TakahashiK, KawaiY, HayashiY. (2002) A diterpene quinone from the bark of Cryptomeria japonica. Phytochemistry, 61, 895–898.
24.
KofujitaH, FujinoY, SasakiT, HasebeM, OtaM, SuzukiK. (2001) Antifugal activity of the bark of Cryptomeria japonica and its relevant components. Mokuzai Gakkaishi, 47, 479–186.
25.
MoiteiroC, EstevesT, RamalhoL, RojasR, AlvarezS, ZacchinoS, BragancaH. (2013) Essential oil characterization of two Azorean Cryptomeria japonica populations and their biological evaluations. Natural Product Communications, 8, 1785-1790.
26.
HoribaH, NakagawaT, ZhuQ, AshourA, WatanabeA, ShimizuK. (2016) Biological activities of extracts from different parts of Cryptomeria japonica. Natural Product Communications, 11, 1337-1342.
27.
ShyurLF, HuangCC, LoCP, ChiuCY, ChenYP, WangSY, ChangST. (2008) Hepatoprotective phytocompounds from Cryptomeria japonica are potent modulators of inflammatory mediators. Phytochemistry, 69, 1348–1358.
28.
WuB, KashiwagiT, KurodaI, ChenXH, TebayashiSI, KimCS. (2008) Antifeedants against Locusta migratoria from the Japanese Cedar, Cryptomeria japonica II. Bioscience, Biotechnology, and Biochemistry, 72, 611-614.
29.
MorisawaJ, KimCS, KashiwagiT, TebayashiS, HoriikeM, (2002) Repellents in the Japanese cedar, Cryptomeria japonica, against the pill-bug, Armadillidium vulgare. Bioscience, Biotechnology, and Biochemistry, 66, 2424-2428.
30.
ChenCC, WuJH, YangNS, ChangJY, KuoCC, WangSY, KuoYH. (2010) Cytotoxic C35 terpenoid cryptotrione from the bark of Cryptomeria japonica. Organic Letters, 12, 2786–2789.
Supplementary Material
Please find the following supplemental material available below.
For Open Access articles published under a Creative Commons License, all supplemental material carries the same license as the article it is associated with.
For non-Open Access articles published, all supplemental material carries a non-exclusive license, and permission requests for re-use of supplemental material or any part of supplemental material shall be sent directly to the copyright owner as specified in the copyright notice associated with the article.
