显脉香茶菜素和毛叶香茶菜二萜的抗癌活性半经验MNDO研究

目的：解释显脉香茶菜素和毛叶香茶菜二萜的抗癌活性差别。方法：用MNDO的计算方法对显脉香茶菜素和毛叶香茶二萜的结构进行优化处理，计算结构参数和电子参数。结果：计算表明，显脉香茶菜素存在一个抗癌活性区，此区的活性明显高于毛叶香茶二萜的相应结构区。结论：量化计算较好地解释了显脉香茶菜素具有抗癌活性，而毛叶香茶二萜几乎没有抗癌活性。     

毛叶香茶菜化学成分研究

目的研究毛叶香茶菜Isodon japonica（Burm．f．）Hara叶的化学成分。方法利用反复硅胶柱色谱、重结晶等方法进行分离纯化,并根据理化性质及波谱数据鉴定化合物的结构。结果从毛叶香茶菜叶的70％丙酮提取物的乙酸乙酯萃取部分分离鉴定12个化合物的结构,其中6个为对映贝壳杉烷型二萜即：Enmein（1）,Hebeirubescensin K（2）,冬凌草甲素（3）,Parvifoline G（4）,Maoyecrystal A（5）,Maoyecrystal L（6）;四个三萜即：2α-羟基乌苏酸（7）,委菱菜酸（8）,Hyptadienic acid（9）,2α,3α-二羟基．12烯_28坞苏酸（10）;一个黄酮：Ladanetin（11）;另外一个为β-瑚萝卜苷（12）。结论化合物4,8,10,11均为首次从毛叶香茶菜叶中分离得到,化合物11属首次从香茶菜属植物中分离得到。     

毛叶香茶菜化学成分及药理作用研究进展

查阅国内外有关文献、对毛叶香茶菜的化学成分及药理作用进行分析、总结。毛叶香茶菜中分离得到的百余种单体化合物,主要是二萜类化合物,另外有三萜类、黄酮类、木脂素类化合物等;毛叶香茶菜的体内和体外试验表明其具有抗肿瘤、抑菌、抗炎等作用。毛叶香茶菜是一种具有开发前景的植物,有待进一步研究开发。     

香茶菜甲素、大叶香茶菜丙及其衍生物的抗菌和细胞毒作用

通过对香茶菜属植物的两种二萜成分——香茶菜甲素、大叶香茶菜丙进行结构改造,观察它们的生物活性。结果表明,香茶菜甲素酰化物(Ⅱ)能显著提高抗菌作用,比原化合物提高2～3倍;大叶香茶菜丙水解物(Ⅴ)能显著提高细胞毒活性,比原化合物提高2.3倍。     

长叶香茶菜化学成分的研究

从长叶香茶菜Rabdoisa stracheyi(Benth ex Hook.f)Hara的地上部分分离得到三种结晶性成分。其中两种为已知化合物6,7-dehydroroyleanone和β-谷甾醇,另一种为新的二萜醌类化合物。通过理化常数和光谱的分析以及衍生物的制备,测定其结构为16-acetoxy-7α-methoxyroyleanone(Ⅰ)。命名为长叶香茶菜甲素。     

大萼香茶菜新二萜成分:大萼香茶菜甲素和乙素的结构

从大萼香茶菜Rabdosia macrocalyx(Dunn)Hara的干叶中得到三种成分,除乌苏酸外,其它两种为新二萜,分别命名为大萼香茶菜甲素(Macrocalin A)及乙素(Maerocalin B)。甲素及乙素对体外培养的Hela细胞有抑制作用,4μg/ml抑制率80%。用光谱法配合衍生物制备测定了它们的结构。     

瘿花香茶菜二萜成分的研究

从瘿花香茶菜Rabdosia rosthornii(Diels)Hara的叶和茎中分离出三种二萜类化合物。其中两种为已知化合物ponicidin和oridonin。另一种为新的二萜化合物。通过理化常数和光谱的分析以及衍生物的制备,测定了其结构,并命名为瘿花香茶菜甲素。     

毛叶香茶菜抗癌成分的研究——Ⅱ.毛叶香茶菜素E的结构

从Rabdosia japonica(Burm.f)Hara中又分得四种二萜,经化学和光谱数据确定其中三个为已知的Epinodosin(Ⅰ)、Lasiokaurin(Ⅱ)和Oridonin(Ⅲ)。而另一二萜为首次从植物中分得的天然产物,命名为Rabdosin C,其化学结构用(Ⅵ)式表示。     

大叶香茶菜辛素的结构

从大叶香茶菜Rabdosia macrophylla(Migo)C.W.Wu et H.W.Li干叶中提取、分离得十五种成分,其中数种为具有抗肿瘤或细胞毒活性的二萜。本文报道另一种新二萜成分大叶香茶菜辛素(rabdophyllin H)的结构,并由X线单晶衍射方法证实。大叶香茶菜辛素对QGY-7703肝癌细胞具有抑制作用。     

HPLC测定毛叶香茶菜中迷迭香酸和冬凌草甲素含量

目的 建立高效液相色谱法测定毛叶香茶菜中迷迭香酸和冬凌草甲素含量的方法。方法 采用Kromasil C₁₈色谱柱(250 mm×4.6 mm,5 μm),以甲醇-0.1%磷酸为流动相,梯度洗脱,流速：1 mL·min^-1,检测波长：239 nm,柱温30 ℃。结果 迷迭香酸和冬凌草甲素的线性范围分别为9.53~4 765 ng和13.66~6 830 ng,平均加样回收率分别为103.3%和95.8%,RSD%分别为1.4%和1.9%。结论 该法简便、稳定、可靠、耐用性良好,可用于毛叶香茶菜的质量控制。     

Cytotoxic ent-kaurane diterpenoids from Isodon macrophyllus

Two new ent-kaurane diterpenoids, dayecrystals D–E (1–2), together with nine known compounds, isojaponin A (3), rabdosin A (4), lushanrubescensin J (5), wikstroemioidin B (6), maoyecrystal C (7), rabdosin B (8), isodonal (9), shikokianin (10), and effusanin A (11), were isolated from the leaves of Isodon macrophyllus. The structures of the new compounds were elucidated using 1D and 2D NMR spectroscopy. The ¹³C-NMR spectral data of compound 4 are reported for the first time. All of the compounds were tested for their cytotoxicities against DU145 and LoVo human tumor cells. Compounds 4, 10, and 11 showed inhibitory effects on DU145 cells with IC₅₀ values 5.90, 4.24, and 3.16 μM, and LoVo cells with IC₅₀ values 14.20, 17.55, and 3.02 μM, respectively.     

痢止蒿化学成分的研究

自云南产痢止蒿(Ajuga forrestii Diels)全草的乙醇提取物中分得5个单体,其中化合物Ⅰ和Ⅱ经波谱分析和化学方法鉴定为新的松香烷型二萜类化合物,分别命名为痢止蒿甲素(ajuforrestin A,I)和痢止蒿乙素(ajuforrestin B,II),其余3个是黄酮类化合物:洋芹素(apigenin)、金合欢素(acacetin)和买麻藤乙素(gnetifolin B)。     

云南红豆杉抗肿瘤活性成分的研究

云南红豆杉(Taxus yunnanensis Cheng et L.K.Fu)树皮的乙醇提取物显示较强的抗肿瘤活性,从中分离得到8个紫杉烷类二萜及其生物碱。经光谱分析和化学反应鉴定7个已知物为taxinine E(1),taxinine J(2),1-acetoxy-5-deacetvl baccatin Ⅰ(4),baccatin Ⅲ(5),taxol(6),cephalomannine(7)和7-xylosyl-10-deacetyl taxol(8)。化合物3命名为云南红豆杉甲素(ymlnanxane),为一新的紫杉烷二萜化合物,其结构为taxa-4(20),11-diene-2α,5α,10β,14β-tetraol-2α,5α,10β-triacetate-14β-αmethyl-β-hydroxyl butyrate,并通过X-射线单晶衍射予以证实.经体外筛迭化合物3具有抗肿瘤活性。     

Antiproliferative ent-Kauranoids from Isodon parvifolius

Nine new 7alpha,20-epoxy- ENT-kaurane diterpenoids, parvifolines O - W (1 - 9), together with five known analogues, lasiocarpanin (10), rosthorin A (11), longikaurin E (12), adenolin D (13) and longikaurin B (14), were isolated from the leaves of Isodon parvifolius. Their structures were determined by means of spectroscopic analysis. Selected diterpenoids (1 - 10) were tested for their antiproliferative activity against A549, HT-29 and K562 cells. Compounds 3, 7, 8 and 10 showed moderate inhibitory activity against all three cell lines.     

Diterpenoids from the Chinese herb Caryopteris terniflora and their antibacterial and antitumor activity

Two ent-kaurene type diterpenoids, diterpenoids A (1) and B (2) were isolated from the Chinese herb Caryopteris terniflora and defined as ent-7beta, 11alpha,14-trihydroxy-18-aldehyde-11beta-20-epoxy-kaur-16-en15-one and ent-7beta,14-dihydroxy-11alpha-methoxy-18-aldehyde-11beta-20-epoxy-kaur-16-en-15-one respectively. Compounds 1 and 2 showed significant antibacterial and antitumour activity.     

Cytotoxic ent-kaurane diterpenoids from Isodon eriocalyx var. laxiflora

Three new ent-kaurane diterpenoids laxiflorin E (1), laxiflorin H (6) and laxiflorin I (8) were isolated from the leaves of Isodon eriocalyx var. laxiflora, along with nine known diterpenoids, eriocalyxin A (2), laxiflorin C (3), laxiflorin D (4), laxiflorin A (5), maoecrystal S (7), maoecrystal Q (9), eriocalyxin B (10), maoecrystal C (11) and enmelol (12). The structures of the new compounds were determined by spectroscopic methods. Compounds 1-5 are 6,7-seco-ent-kaurane-7,20-olide diterpenoids, and 6-12 belong to 7,20-epoxy-ent-kauranoids. The spectral data of enmelol (12) are reported here for the first time. Ten of these compounds were tested for their cytotoxicity toward K562 and T24 human tumor cells. Compounds 1, 3 and 10 showed significant inhibitory effects on K562 cells with IC50 values 0.077, 0.569 and 0.373 microg/mL, and compounds 1 and 10 also demonstrated significant inhibitory activities toward T24 cells with IC50 values 0.709 and 0.087 microg/mL. Compounds 8 and 11 also displayed inhibitory effect on both two kinds of cells with IC 50 value less than 6.5 microg/mL.     

Three novel bicyclic taxane diterpenoids with verticillene skeleton from the needles of Chinese yew, Taxus chinensis var. mairei.

Three novel bicyclic taxane diterpenoids with the verticillene skeleton were isolated from the needles of Chinese yew, Taxus chinensis var. mairei. Their structures were established as (3E,7E)-2 alpha, 10 beta, 13 alpha, 20-tetraacetoxy-5 alpha-hydroxy-3,8-secotaxa-3,7,11-trien-9-one (1), (3E,7E)-2 alpha, 5 alpha, 10 beta, 13 alpha-tetraacetoxy-20-hydroxy-3,8-secotaxa-3,7,11-trien-9-one (2), and (3E,7E)-10 beta, 13 alpha-diacetoxy-2 alpha, 5 alpha, 20-trihydroxy-3,8-secotaxa-3,7,11-trien-9-one (3) on the basis of 1D, 2D NMR and HR-MS spectroscopic analysis. Verticillene skeleton was considered as the biogenetic intermediate of taxane diterpenoids, isolation of bicyclic taxane diterpenoids with verticillene skeleton from this plant provides direct proof for this hypothesis.