The Chemical Constituents of Goniothalamus howii (Ⅱ)

Crystal V, VI and VII were isolated from the seeds of Goniothalamus howii Merr. Et Chun. Based on the analysis of IR, 1H-NMR, 13C-NMR, MS and spectral analysis of their derivatives, they were identified as a new type of annonaceous acetogenins—seco-biste-trahydrofuran annonaceous acetogenins. V and VI were named as howiicin D and howiicin E, respectively. VII is a mixture of two compounds, named howiicins F and C, which have the same plane structure.     

大花哥纳香化学成分研究

从大花哥纳香（ＧｏｎｉｏｔｈａｌａｍｕｓｇｒｉｆｉｔｈｉＨｏｋｆ．ｅｔＴｈｏｍｓ）的茎枝分得１２个化合物,经光谱（ＩＲ,ＭＳ,ＮＭＲ,２ＤＮＭＲ）分析,鉴定其中７个为苯乙烯内酯：ｇｏｎｉｏｔｈａｌａｍｉｎ（１）、９ｄｅｏｘｙｇｏｎｉｏｐｙｐｙｒｏｎｅ（２）、ａｌｔｈｏｌａｃｔｏｎｅ（３）、ｇｏｎｉｏｄｉｏｌ（４）、ｇｏｎｉｏｔｈａｒｖｅｎｓｉｎ（５）、ｇｏｎｉｏｆｕｆｕｒｏｎｅ（６）和８ａｃｅｔｙｌｇｏｎｉｏｔｒｉｏｌ（７）。另５个化合物鉴定为番荔枝内酰胺（ｓｑｕａｍｏｌｏｎｅ,８）、乔松素（ｐｉｎｏｃｅｍｂｒｉｎ,９）、琥珀酸（ｓｕｃｃｉｎｉｃａｃｉｄ,１０）、β谷甾醇（βｓｉｔｏｓｔｅｒｏｌ,１１）和豆甾醇（ｓｔｉｇｍａｓｔｅｒｏｌ,１２）。化合物１～３和５～１０均为首次从该植物分得。     

Isolation,Structure Elucidation and in Vitro Anticancer Activity of Phytochemical Constituents of Goniothalamus wynaadensis Bedd. and Identification of α-Tubulin as a Putative Molecular Target by in Silico Study

The phytochemical analysis of ethyl acetate and methanol extract of Goniothalamus wynaadensis Bedd. leaves led to an isolation of eight ( 1 – 8 ) known molecules, among them seven ( 2 – 8 ) isolated for the first time from this species, which includes (+)-goniothalamin oxide ( 2 ), goniodiol-7-monoacetate ( 3 ), goniodiol-8-monoacetate ( 4 ), goniodiol ( 5 ), (+)-8-epi-9-deoxygoniopypyrone ( 6 ) etc. The phytochemical modification by acetylation of 3 and 4 gave goniodiol diacetate ( 9 ) with absolute configuration (6R, 7R, 8R) confirmed by single crystal X-ray diffraction. Compounds 3 – 9 were cytotoxic against breast, ovarian, prostate and colon cancer cell lines with IC₅₀<10 μM. Cell cycle analysis and Annexin-V assay on MDA-MB-231 cell using goniodiol-7-monoacetate ( 3 ) exhibited apoptotic response as well as necrotic response and showed cell proliferation arrest at G2/M phase. An in silico target identification for these molecules was carried out with an α-tubulin protein target by covalent docking. To gain an in-depth understanding and identify the stability of these protein-ligand complexes on thermodynamic energy levels, further assessment of the isolated molecules binding to the Cys-316 of α-tubulin was performed based on reaction energetic analysis via DFT studies which hinted the isolated molecules may be α-tubulin inhibitors similar to Pironetin. Molecular dynamics reiterated the observations.     

大花哥纳香叶的化学成分

从番荔枝科哥纳香属植物大花哥纳香（Ｇｏｎｉｏｔｈａｌａｍｕｓｇｒｉｆｆｉｔｈｉｉ）的叶中分离到４个化合物ｇｒｉｆｆｉｔｈｉｎｅＡ（Ｉ）,ｇｏｎｉｏｄｉｏｌｍｏｎｏａｃｅｔａｔａ（Ⅱ）,β－ｓｉｔｏｓｔｅｒｏｌ（Ⅳ）其中（Ｉ）为新化合物。     

海南哥纳香化学成分研究（Ⅱ）

从海南哥纳香（Ｇｏｎｉｏｔｈａｌａｍ ｕｓｈｏｗ ｉｉＭｅｒｒ． ｅｔＣｈｕｎ）的种子分离到结晶Ｖ、ＶＩ和ＶＩＩ。根据它们的ＩＲ、１Ｈ－ＮＭＲ、１３Ｃ－ＮＭＲ、ＭＳ分析及衍生物光谱分析,它们均属番荔枝内酯的新类型——裂双四氢呋喃型番荔枝内酯。晶Ｖ和晶ＶＩ分别命名为海南哥纳香丁素（ｈｏｗ ｉｉｃｉｎ Ｄ）和戊素（ｈｏｗ ｉｉｃｉｎ Ｅ）。晶ＶＩＩ系两个平面结构相同的化合物海南哥纳香己素和庚素（ｈｏｗ ｉｉｃｉｎｓ Ｆ,Ｇ）的混晶     

Cytotoxic activity of acetogenins and styryl lactones isolated from Goniothalamus undulatus Ridl. root extracts against a lung cancer cell line (COR-L23)

An investigation of the chemical constituents in a dichloromethnae extract of Goniothalamus undulatus root led to the isolation of three known styryl lactones (5-acetoxyisogoniothalamin oxide, O-acetylaltholactone and altholactone), and four known annonaceous acetogenins (annonacin, cis-annonacin, goniothalamicin and cis-goniothalamicin). These compounds were subjected to a sulphorhodamine B (SRB) cytotoxicity assay against human large cell lung carcinoma (COR-L23), and normal human fetal fibroblast (MRC-5), cell lines. The isolated acetogenins showed higher cytotoxic activity against COR-L23 compared to the styryl lactones, with IC₅₀ values in the range of 0.5-1.7 μM and 7.4-15.4 μM, respectively. A similar pattern of cytotoxicity was also observed against the other cell line (MRC-5); acetogenins IC₅₀ values were in the range of 11.8-31.4 μM, and those for styryl lactones were in the range of 48.7-102.8 μM. This is the first report of a bioassay-guided isolation of chemical constituents from G. undulatus and on cytotoxic studies of the isolated compounds using these particular lung cancer cell lines.     

A new species of Goniothalamus (Annonaceae) from New Caledonia, representing a significant range extension for the genus

A previously unknown Annonaceae species from the South Pacific island of New Caledonia is described as Goniothalamus dumontetii . This is the first Goniothalamus species reported from the island, and the easternmost record for the genus. It is easily distinguished from its congeners by the shape of the monocarp (flattened elongate with lateral triangular projections), which reflects the shape of the seeds (flattened rhombohedral). The conservation status of the species is evaluated as endangered (EN) using World Conservation Union (IUCN) red list categories, as it is known from only one relatively small population. The interpretation of geological and molecular data suggests that Goniothalamus dispersed to New Caledonia relatively recently, and does not represent a relict of the break-up of Gondwana.  © 2007 The Linnean Society of London, Botanical Journal of the Linnean Society , 2007, 155 , 497–503.     

乐山蜘蛛抱蛋的甾体皂甙

乐山蜘蛛抱蛋;;蜘蛛抱蛋皂甙;;铃兰皂甙元Ｂ－５－Ｏ－β－Ｄ－吡喃葡萄糖甙     

毛星盾壳属两个新种

番荔枝科上二个毛星盾壳属新种:山指甲毛星盾壳Trichasterina desmotis和哥纳香生毛星盾壳Trichasterina goniothalamicola, 分别寄生在假鹰爪Desmos chinensis和大花哥纳香Goniothalamus griffithii的叶上。新种有拉丁文和英文描述,附了显微结构图。所有标本保存在广东省微生物研究所标本室(HMIGD)。