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1.
Hong-Shun Gu Shuang-Gang Ma Yu-Huan Li Ya-Dan Wang Yun-Bao Liu Li Li Yong Li Jing Qu Hai-Ning Lv Xiao-Guang Chen Jian-Dong Jiang Shi-Shan Yu 《Tetrahedron》2014
Nine new prenylbisabolane diterpenoids, claoxylones A–I (1–9), were isolated from the branches and leaves of Claoxylon polot. This is the first example of prenylbisabolane diterpenoids with furan and tetrahydrofuran rings. Their structures and relative configurations were established by spectroscopic and conformational analysis, and the absolute configurations were determined by single-crystal X-ray diffraction and electronic circular dichroism (ECD) analysis. Compounds 1–9 exhibited antiviral activity against Coxsackie B3 virus, with IC50 values of 6.0–33.3 μM. 相似文献
2.
Wen-Jing Tian Yu-Qin Qiu Xiao-Jie Jin Hai-Feng Chen Xiao-Jun Yao Yi Dai Xin-Sheng Yao 《Tetrahedron》2014
Four new polycyclic polyprenylated acylphloroglucinols with a tricyclo[4.3.1.15,7]undecane skeleton, hypersampsones N–Q (1–4), together with four know compounds (5–8), were isolated from the aerial parts of Hypericum sampsonii. Compound 1 bearing a rare 20, 25-epoxy group with the losing of C-21–23 in isopentenyl. An unusual 21, 24-epoxy group was found in the structure of 2. All structures were elucidated by extensive NMR spectroscopic methods. The absolute configurations of new compounds were determined by ECD calculation. 相似文献
3.
Five new sesquiterpenoids Nardosinanone A–E (1–5), were isolated from the extract of Nardostachys chinensis, and their structures were determined by extensive spectroscopic analysis. Compound 1 featured a nardosinane sesquiterpenoid with an unusual tricyclic skeleton. Compounds 2–4 were new nardosinane sesquiterpenoids bearing a rare 10,11-epoxy group. The absolute configurations were determined by single-crystal X-ray diffraction analysis, ECD calculation method, the CD analysis of the in situ formed [Rh2(OCOCF3)4] complex, and the CD data analysis based on the octane rule of cyclohexanone. 相似文献
4.
Yan-Hong Li Hong-Mei Li Yan Li Juan He Xu Deng Li-Yan Peng Ling-Huan Gao Qin-Shi Zhao Rong-Tao Li Xing-De Wu 《Tetrahedron》2014
Phytochemical investigation on the rhizomes of Sinomenium acutum led to the isolation of new alkaloids sinomacutines A–E (1–5), and cephalonine-2-O-β-d-glucopyranoside (6), along with known tetrahydroisoquinoline alkaloids (7–9). Among them, sinomacutines A–C were new bistetrahydroisoquinoline alkaloids with morphinane–proaporphine and morphinane–benzyltetrahydroisoquinoline types, and coupled with unique C–CH2–N unit. Their structures with absolute configuration were elucidated on the basis of 1D and 2D NMR, and ECD spectra analysis. The new compounds were evaluated for their anti-inflammatory and cytotoxic activities, and sallisonine B (2) showed moderate ability to inhibit NO production of LPS-stimulated RAW264.7 macrophages, as well as sallisonine A (1) showed weak inhibitory effects against five cancer cell lines. 相似文献
5.
Wei-Guang Wang Bing-Chao Yan Xiao-Nian Li Xue Du Hai-Yan Wu Rui Zhan Yan Li Jian-Xin Pu Han-Dong Sun 《Tetrahedron》2014
Twenty nine 6,7-seco-ent-kaurane-type diterpenoids including 18 new ones, laxiflorolides C–T (1–18), along with 21 known ones were obtained from Isodon eriocalyx var. laxiflora. Laxiflorolides E–G (3–5) are the first identified naturally occurring 6,7-seco-ent-kauranoids that feature a 3,6-epoxy unit, and laxiflorolide M (11) is the first identified naturally occurring 6-nor-6,7-seco-ent-kauranoid. The absolute configurations of compounds 1, 3, 6, and 11 were determined by single-crystal X-ray diffraction analyses. The cytotoxic activity of the isolates was evaluated by an MTT assay. 相似文献
6.
Xiao-Bing Wang Chang-Shui Yang Chao Zhang Jun LuoMing-Hua Yang Jian-Guang LuoWen-Ying Yu Ling-Yi Kong 《Tetrahedron》2014
Ten new calyxin natural products, named calyxin N (1), ent-calyxin N (2), calyxin O (3), ent-calyxin O (4), calyxin P (5), 9″-epicalyxin P (6), calyxin Q (7), calyxin R (8), calyxin S (9) and 5-epicalyxin S (10), were isolated from the seeds of Alpinia katsumadai. Their planar structures were elucidated by a combination of various spectroscopic methods, primarily NMR and MS, while the absolute configurations of the isolated calyxins were comprehensively studied by the modified Mosher's method, electronic circular dichroism (ECD) and theoretical calculations. This is the first systematically study on the absolute configurations of calyxins. Most of the isolated compounds showed moderate to strong antiproliferative activities against NCI-H460, HeLa, SMMC-7721 and HCT-116 cancer cell lines. 相似文献
7.
Gui-Jie Zhang Yu-Huan Li Jian-Dong Jiang Shi-Shan Yu Xiao-Jing Wang Peng-Yu Zhuang Yan Zhang Jing Qu Shuang-Gang Ma Yong Li Yun-Bao Liu De-Quan Yu 《Tetrahedron》2014
Seven new diterpenes, jiadifenoic acids J–P (1–7), two new sesquicarane sesquiterpenes, sesquicaranoic acids A and B (8 and 9), and four known compounds, were isolated from the stems of Illicium jiadifengpi. The trans-fused A/B ring junction in diterpenes was deduced from NMR data analysis and confirmed by single-crystal X-ray crystallography of 3. The absolute configurations of compounds 1 and 5 were determined using the Mo2(OAc)4-induced circular dichroism (ICD) method. Compounds 8 and 9 are a pair of C-10 epimers, and their absolute configurations were confirmed by analyzing their CD and ICD data. All of the isolated compounds were evaluated in vitro for their antiviral activities against Coxsackie virus B3 (CVB3). Among the isolated compounds, 4, 5, 7, 10, and 11 exhibited reasonable activity against CVB3, with IC50 values of 7.0–22.2 μmol/mL and selective index values (SI=TC50/IC50) of 49.3, 37.1, 31.3, 45.6 and 40.9, respectively. 相似文献
8.
Jun-Wei He Zhen-Qiang Mu Hao Gao Guo-Dong Chen Qin Zhao Dan Hu Jing-Zu Sun Xiao-Xia Li Yan Li Xing-Zhong Liu Xin-Sheng Yao 《Tetrahedron》2014
Six new polyesters, talapolyesters A–F (1–4, 14, and 16), together with 11 known ones 15G256ν (5), 15G256ν-me (6), 15G256π (7), 15G256β-2 (8), 15G256α-2 (9), 15G256α-2-me (10), 15G256ι (11), 15G256β (12), 15G256α (13), 15G256α-1 (15), and 15G256ω (17), were isolated from the wetland soil-derived fungus Talaromyces flavus BYD07-13, and their structures were determined by NMR and MS spectroscopic data. Among them, 1–4 and 16 were assembled in a different manner from that of the known 256 polyesters. All the polyesters are composed of (R)-2,4-dihydroxy-6-(2-hydroxypropyl)benzoic acid and (R)-3-hydroxybutyric acid/(S)-3,4-dihydroxybutyric acid residues. The absolute configurations of the residues were determined by alkaline hydrolysis. The cytotoxicity against five tumor cell lines of these compounds was examined, and a tight structure–activity relationship is proposed. 相似文献
9.
Xiao-Hui Li Ming-Ming Cao Yu Zhang Shun-Lin Li Ying-Tong Di Xiao-Jiang Hao 《Tetrahedron letters》2014
Four new securinega-type alkaloids, fluevirines A–D (1–4), along with ten known ones, were isolated from the twigs and leaves of Flueggea virosa. The structures of the new ones were elucidated by means of spectroscopic methods, and their absolute configurations were assigned by CD spectra. Among them, fluevirine A (1) was a novel C,C-linked dimeric indolizidine alkaloid and showed weak antimicrobial activity against Staphylococcus aureus. 相似文献
10.
Three nortriterpenoids, notohamosin A (1), B (2) and C (3) with novel skeleton, and eight known compounds were isolated from the ethanol extract of the whole plants of Notochaete hamosa Benth. (Labiatae). On the basis of spectral evidence including 1D, 2D NMR, IR and MS data, their structures were elucidated. The relative configurations of compounds 1, 2 and 3 were determined according to NOESY experiments. 相似文献
11.
Hucheng Zhu Lijun Huan Chunmei Chen Jing Yang Jiangbo He Yong Chen Guangmin Yao Zengwei Luo Yongbo Xue Yonghui Zhang 《Tetrahedron letters》2014
A pair of unprecedented enantiomers (1a/1b) of cyclohexylethanoid bearing an unusual trioxabicyclo[4.2.1]nonane ring, along with two known structurally related cyclohexylethanoids, (+)-rengyolone (2) and cleroindicin E (3), were isolated from the aerial parts of Clerodendrum bungei. The structures and absolute configurations of the enantiomers were determined by comprehensive spectroscopic analysis, single-crystal X-ray diffraction, and quantum mechanical calculation of the electronic circular dichroic (ECD) spectra. The postulated biogenetic pathway of 1a/1b was also discussed. 相似文献
12.
Wei Cheng Dong Liu Fengying Zhang Qingying Zhang Patchara Pedpradab Peter Proksch Hong Liang Wenhan Lin 《Tetrahedron》2014
Chemical examination of a Chinese sponge Axinyssa sp. resulted in the isolation of 12 new formamidobisabolene-based analogues named axinyssines A–L (1–12), along with a new natural product (13) and three known formamidobisabolenes (14–16). Their structures were determined on the basis of extensive NMR and mass spectroscopic analyses in association with ICD data, Mosher reaction and chemical conversion for the assignment of absolute configurations. All compounds were evaluated for antitumor and antimicrobial activities. 相似文献
13.
Antonius R.B. Ola Abdessamad Debbab Amal H. Aly Attila Mandi Ilka Zerfass Alexandra Hamacher Matthias U. Kassack Heike Brötz-Oesterhelt Tibor Kurtan Peter Proksch 《Tetrahedron letters》2014
Neosartorin (1) was isolated from the endophytic fungus Aspergillus fumigatiaffinis. The absolute configuration of 1, including both axial and central chirality elements, was established as (aR,5S,10R,5′S,6′S,10′R) for the first time on the basis of its electronic circular dichroism (ECD) spectra aided with TDDFT–ECD calculations. Neosartorin (1) exhibited substantial antibacterial activity against a broad spectrum of Gram-positive bacterial species including staphylococci, streptococci, enterococci, and Bacillus subtilis with minimal inhibitory concentrations in the range of 4–32 μg/mL. When the toxicity of 1 against eukaryotic cells was measured using a panel of different cancer cell lines such as HELA and BALB/3T3, the average IC50 values exceeded 32 μg/mL. 相似文献
14.
Yanhui Fu Hongping HeYingtong Di Shunlin LiYu Zhang Xiaojiang Hao 《Tetrahedron letters》2012,53(28):3642-3646
Mekongenine A (1) possessing an unprecedented structure constituted from the union of a rare 2,7-seco eburnamine half and an aspidospermine alkaloid, together with a new bisindole alkaloid, mekongenine B (2), consisting of an eburnamine-aspidospermine type skeleton, was isolated from Bousigonia mekongensis. Their structures were elucidated by means of spectroscopic methods and those of 2 were further confirmed by X-ray diffraction. The absolute configurations of 1 and 2 were determined by comparison of quantum chemical TDDFT calculated and experimental ECD spectra. Mekongenines A (1) and B (2) exhibited cell growth inhibitory activities against various human cancer cell lines. 相似文献
15.
Chung Sub Kim Bora Shin Oh Wook Kwon Sun Yeou Kim Sang Un Choi Dong-Chan Oh Ki Hyun Kim Kang Ro Lee 《Tetrahedron letters》2014
Holophyllin A (1), a novel rearranged abietane-type diterpenoid was isolated, together with a new diterpene glycoside, holophyllin B (2), from the trunk of Abies holophylla. The structures of 1 and 2 were established by extensive spectroscopic analyses and their absolute configurations were determined by ECD calculation. All the isolates were tested for their inhibitory effects on NO production in LPS-activated murine microglial cells. 相似文献
16.
Seven new alkaloids, named as 1,9-epoxy-9a-hydroxystenine (1), tuberostemoline A (2), tuberostemoline B (3), tuberostemoninol C (4), oxotuberostemonine A (5), the mixture of bisdehydrotuberostemonine D (6), and bisdehydrotuberostemonine E (7), together with four known alkaloids neotuberostemonine (8), sessilifoline B (9), stemoxazolidinone F (10), and tuberostemoninol A (11), were isolated from the roots of Stemona tuberosa. The structures of 1–7 were elucidated through extensive spectroscopic analysis, and the relative configurations of 1–6 and 8 were further confirmed by X-ray crystallographic data. Compounds 8, 9 and the mixture of 6 & 7 exhibited potential acetylcholinesterase (AChE) inhibitory activities. 相似文献
17.
Chang-Chang Liu Chun Lei Yang Zhong Li-Xin Gao Jing-Ya Li Mei-Hua Yu Jia Li Ai-Jun Hou 《Tetrahedron》2014
Six new grayanane diterpenoids, principinols A–F (1–6), were isolated from Rhododendron principis. Compounds 1 and 2 possess unprecedented 6,10-epoxy and 5α-OH moieties, and 1 and 3 are the first two examples of 9α-H in grayanoids. Their structures were determined by extensive spectroscopic analysis, and the absolute configurations of 1–4 were assigned by single-crystal X-ray crystallography. Compounds 4 and 5 inhibit PTP1B phosphatase activity in vitro. A preliminary structure–activity relationship discussion is presented. 相似文献
18.
Sheng-Xiong Huang Quan-Bin Han Jian-Xin Pu Jun-Lin Yu Hong-Xi Xu Han-Dong Sun 《Tetrahedron》2008,64(19):4260-4267
Two new bisnortriterpenoids with 18-norschiartane skeleton, wuweizidilactones G (1) and H (2), four new highly oxygenated nortriterpenoids based on a schisanartane skeleton, schindilactones D-G (3-6), a pre-schisanartane skeleton, pre-schisanartanin B (7), and a novel 3,4-seco-21,26-olide-artane triterpenoid wuweizilactone acid (8), along with 24 known terpenoids with different carbon frameworks, have been isolated from the acetone extract of the stems and leaves of Schisandra chinensis. The terpenoids produced by this plant have chemical diversity. The structures of new compounds 1-8 have been characterized by spectroscopic data interpretation. The cytotoxicity and anti-HIV-1 activity of all the Schisandra nortriterpenoids were evaluated. 相似文献
19.
Daichi KakutaYukio Hitotsuyanagi Naofumi MatsuuraHaruhiko Fukaya Koichi Takeya 《Tetrahedron》2003,59(39):7779-7786
Four new Stemona alkaloids, sessilifoliamides A-D (1-4), were isolated from the roots of Stemona sessilifolia, along with five known alkaloids, stenine (5), 2-oxostenine (6), stemoninoamide (7), tuberostemonone (8), and neotuberostemonol (9). The structures and absolute configurations of the new alkaloids were determined by the spectral studies (HRMS, IR, 1H, 13C, and 2D NMR), single-crystal X-ray analyses, and chemical correlations. The absolute configuration of 7 was also determined by the modified Mosher's method. 相似文献
20.
Zhen-Fang Zhou Hai-Li Liu Wen Zhang Tibor Kurtán Attila Mándi Attila Bényei Jia Li Orazio Taglialatela-Scafati Yue-Wei Guo 《Tetrahedron》2014
Two new pyridine-containing limonoids, xylogranatopyridines A and B (1 and 2) and their formal precursor, prexylogranatopyridine (3) were isolated from the twigs and leaves of the Chinese mangrove, Xylocarpus granatum. Xylogranatopyridine B (2) possesses an unprecedented rearranged B-ring together with a seco-ring A, supporting the biogenetic connection of 1–2 with 3. The chemical structures were elucidated by means of detailed spectroscopic analysis and X-ray single-crystal diffraction. The absolute configurations were assigned using electronic solid-state circular dichroism (ECD) supported by time-dependent density functional theory (TDDFT) ECD calculations and X-ray analysis. Xylogranatopyridine A (1) exhibited a significant inhibitory activity against protein tyrosine phosphatase 1B (PTP1B) with an IC50 value of 22.9 μM. This is the first report of PTP1B inhibitory activity of limonoids. 相似文献