Cancer chemopreventive agents, serratane-type triterpenoids from Picea jezoensis

Ichthyotoxic and Anticarcinogenic Effects of Triterpenoids from Sandoricum koetjape Bark

“…As shown in Table 1, compounds 1, 2, and 3 inhibited EBV-EA activation by 65.4, 70.1, and 64%, respectively, at a concentration of 500 mol ratio/TPA, preserving high viability of the cells. These potencies were comparable to those reported for oleanolic acid 17) and the well-known anti-tumor promoting agent EGCG 12,18) ( Table 1). Although many types of triterpenoids such as taraxastane-, multiflorane-, cucurbitane-, and oleanane-type have been reported to show an inhibitory effect on EBV-EA activation, 17,[19][20][21][22] the effect of the oleanane-type related triterpenoids, 17,[20][21][22] including compounds 1 and 2, appears to be more potent than that of the multiflorane-and cucurbitane-type tripterpenoids.…”

“…Although many types of triterpenoids such as taraxastane-, multiflorane-, cucurbitane-, and oleanane-type have been reported to show an inhibitory effect on EBV-EA activation, 17,[19][20][21][22] the effect of the oleanane-type related triterpenoids, 17,[20][21][22] including compounds 1 and 2, appears to be more potent than that of the multiflorane-and cucurbitane-type tripterpenoids. 19,22) Since the inhibitory effects on EBV-EA activation induced by TPA have been documented to correlate well with in vivo anti-tumor promoting activity, 15,17,20) the in vivo effect of 1, which is the most abundant ichthyotoxic substance, was then estimated using the two-stage carcinogenesis bioassay on mouse skin using DMBA as an initiator and TPA as a promotor. As seen in Fig.…”

Cancer Chemopreventive Activity of Lupane‐ and Oleanane‐Type Triterpenoids from the Cones of Liquidamber styraciflua

“…In the search for biologically active constituents from natural sources, we previously reported some compounds showing significant anti-tumor promoting activities in an in vivo two-stage mouse-skin carcinogenesis assay using 7,12-dimethylbenz[a]anthracene (DMBA) and 12-O-tetradecanoylphorbol-13-acetate (TPA): abiesenonic acid methyl ester, a chemical derivative of abieslactone isolated from the stem bark of Abies species (Pinaceae) [3], (11E)-15,16-bisnor-13-oxolabda-8(17),11-dien-19-oic acid [4] and (11Z,13E)-15-oxolabda-8(17),11,13-trien-19-oic acid [5], diterpenoids isolated from the stem bark of Thuja standishii (Cupressaceae; Japanese name: Kurobe), and 13a,14a-epoxy-3b-methoxyserratan-21b-ol and 21a-hydroxy-3b-methoxyserrat-14-en-29-al [6], serrat-14-en-3b,21b-diol [7], 13a,14a-epoxy-21a-methoxyserratan-3-one, and 21a-hydroxy-3b-methoxyserrat-14-en-30-al [8], and 3b-methoxyserrat-14-en-21b-ol [9] from the bark of Picea jezoensis (Sieb. et Zucc.)…”

Anti‐Tumor‐Initiating Effects of Spiro‐biflavonoids from Abies sachalinensis

“…jezoensis (Japanese name: Ezomatsu), and have isolated several triterpenoids including 13a,14a-epoxy-3b-methoxyserratan-21b-ol (PJJ-34) from the CHCl 3 extract [3 -5], and 23 phenolic compounds, including flavonostilbenes and stilbene dimers [6] [7]. In our previous publication of their biological activities, we have reported that PJJ-34 can inhibit carcinogenesis in both cancer initiation and promotion periods in the in vivo two-stage mouse skin carcinogenesis test [8] [9], and that the phenolic compounds have potent radical-scavenging activities against 1,1-diphenyl-2-picrylhydrazyl (DPPH) and superoxide anion radicals [6], and the anti-tumor-initiating activity [7]. Our continuing studies have led to the isolation of spiro-biflavonoids, named as abiesinols, and a neolignan, dihydrodehydrodiconyferyl alcohol, from the bark of Abies sachalinensis [10].…”