高良姜中二苯基庚烷类化合物的高速逆流色谱分离制备

应用高速逆流色谱法(HSCCC)分离纯化了高良姜中3种二苯基庚烷类化合物。以正己烷-乙酸乙酯-甲醇-水(2:3:1.75:1, v/v/v/v)为两相溶剂系统,下相为固定相,上相为流动相,在主机转速为858 r/min、流速1.5 mL/min的条件下,从122.20 mg高良姜石油醚萃取物中经一步HSCCC分离可制备得到5R-羟基-7-(4-羟基-3-甲氧基苯基)-1-苯基-3-庚酮(7.37 mg)、7-(4-羟基-3-甲氧基苯基)-1-苯基-4E-烯-3-庚酮(9.11 mg)和1,7-二苯基-4E-烯-3-庚酮(15.44 mg),经高效液相色谱分析,纯度均大于93%,各化合物的结构由质谱和核磁共振氢谱、碳谱鉴定确证。该方法简便、快速、高效,可用于高良姜中二苯基庚烷类化合物的快速分离制备。     

Antifeedant activity of neo-clerodane diterpenes from Baccharis flabellata Hook & Arn var. flabellata toward Tribolium castaneum Herbst: structure-activity relationships

In order to establish structure-activity relationships, nine neo-clerodane diterpenes isolated from the acetone extract of aerial parts of Baccharis flabellata Hook & Arn var. fabellata were assayed for antifeedant activity against Tribolium castaneum (Coleoptera: Tenebrionidae). Compounds exhibiting maximal antifeedant activities showed an alpha,beta-unsaturated carbonyl group on the decalin portion and a furan ring at the side chain. Stereoelectronic studies indicate that the distance between the furan heteroatom and the more electrophilic carbon of the decaline moiety, as well as the electrostatic charge on that atom, were important features for antifeedant activity. Compounds possesing an alpha,beta,gamma,delta-unsaturated carbonyl group or an acetoxyl group at C-2, were inactive. Theoretical calculations were performed in order to find some structure-activity relationships.     

制备色谱法分离纯化高良姜黄酮中高良姜素和山柰素

建立了制备型高效液相色谱(Prep-HPLC)分离高良姜黄酮中高良姜素和山柰素的方法。高良姜黄酮经HPD-600树脂吸附洗脱纯化后,采用Prep-HPLC分离高良姜黄酮中高良姜素和山柰素。制备色谱条件:流动相为甲醇-0.6%(v/v)乙酸水溶液(58:42, v/v),柱温为常温,流速为7.0 mL/min,检测波长为360 nm,进样量为700 μ L,上样质量浓度为10.0 g/L。分离的单体由质谱和核磁共振氢谱、碳谱鉴定确证为高良姜素和山柰素,HPLC外标法定量,纯度分别为99.5%和99.7%。该方法分离效果好、高效、低毒,可用于高良姜中高良姜素和山柰素的分离制备。     

New diarylheptanoids from Alpinia pinnanensis

Three new diarylheptanoids, called alpinnanins A-C (1-3), together with two known chalcones, 2',4'-dihydroxy-6'-methoxychalcone and 4',6'-dimethylchalconaringenin, two known flavanones, alpinetin and naringenin 5-O-methyl ether, a known diarylheptanoid, (3S,5S)-trans-3,5-dihydroxy-1,7-diphenyl-1-heptene, stigmasterol and beta-sitosterol as a mixture, and beta-sitosterol 3-O-beta-D-glucopyranoside were isolated from the rhizomes of Alpinia pinnanensis T. L. WU et SENJEN (Zingiberaceae). Their structures were elucidated by spectroscopic analyses.     

Limonoids from Atalantia monophylla: Isolation and structure

The isolation and structure determination of three limonoids from Atlantia monophylla (Rutaceae) is described. One of these is the previously reported atalantin and the others, dehydroatalantin and cycloepiatalantin, are structurally related. These limonoids have been chemically interrelated. Evidence leading to revised structures for atalantin and dehydroatalantin is presented. The chemical and spectroscopic evidence, including ¹³C NMR, indicate structures 7, 8 and 11, respectively, for the limonoids.     

Isolation and structure elucidation of diazaquinomycin C from a terrestrial Streptomyces sp. and confirmation of the akashin structure

In the screening of terrestrial Streptomycetes for bioactive components, a new antibiotic designated as diazaquinomycin C (2b) was isolated. The new antibiotic was found to be a homologue of diazaquinomycin A (2a) by spectroscopic methods and by comparison of the NMR data with those of 2a. The same strain additionally produced the akashins 1a-1c. The configuration of the N-O acetale bond in these rare glycosylated dichloroindigo derivatives was confirmed to be beta.     

Isolation and X-ray crystal structure of tetrahydroisoquinoline alkaloids from Calycotome villosa Subsp. intermedias

Two tetrahydroisoquinoline alkaloids were extracted from the alkaloid fraction of a methanol extract of the seeds of Calycotome Villosa Subsp. intermedia. Their structures were established as (R)-1-hydroxymethyl-7-8-dimethoxy-1,2,3,4-tetrahydro- isoquinoline (1) and (S)-7-hydroxymethyl-2-3-dimethoxy-7,8,9,10-tetrahydroisoquinoline chloride (2) by spectroscopic techniques and X-ray diffraction analysis.     

A New Biphenylpropanoid from Alpinia Katsumadai

A new biphenylpropanoid, katsumadin (1), together with seven known ones cardamonin (2), (4E, 6E)‐1,7‐diphenyl‐4,6‐heptadien‐3‐one (3), pinocembrin (4), (4Z, 6E)‐5‐hydroxy‐1,7‐diphenyl‐4, 6‐heptadien‐3‐one (5), 7,4î‐dihydroxy‐5‐methoxyflavanone (6), 3,5‐dihydroxystilbene (7), and alpinetin (8) were isolated from the seeds of Alpinia katsumadai Hayata and identified based on detailed spectral analysis including 2D NMR spectrometry and HRMS. Compounds 1‐4 and 8 showed antiemetic activity.     

Diarylheptanoids from the Rhizomes of Alpinia officinarum

A novel dimeric diarylheptanoid, (5R,5′R)‐7,7′‐(6,6′‐dihydroxy‐5,5′‐dimethoxy[1,1′‐biphenyl]‐3,3′‐diyl)bis[5‐methoxy‐1‐phenylheptan‐3‐one] ( 1 ), and two new diarylheptanoids, (4E,6R)‐6‐hydroxy‐7‐(4‐hydroxy‐3‐methoxyphenyl)‐1‐phenylhept‐4‐en‐3‐one ( 2 ) and (4E,6R)‐6‐hydroxy‐1,7‐diphenylhept‐4‐en‐3‐one ( 3 ), together with seven known diarylheptanoids, were isolated from the rhizomes of Alpinia officinarum. Their structures were elucidated by application of extensive spectroscopic analyses and the modified Mosher method.     

New Diarylheptanoids and Kavalactone from Alpinia katsumadai Hayata

Two new diarylheptanoids, katsumains A ( 1 ) and B ( 2 ), and one new kavalactone, katsumadain ( 3 ), together with the three known compounds (4E,6E)‐1,7‐diphenylhepta‐4,6‐dien‐3‐one ( 4 ), (5R,6E)‐1,7‐diphenyl‐5‐hydroxyhept‐6‐en‐3‐one ( 5 ), and cardamonin ( 6 ), were isolated from the seeds of Alpinia katsumadai Hayata . Their structures were elucidated mainly by spectroscopic methods (1D‐ and 2D‐NMR) and by mass spectrometry (HR‐ESI‐MS). Besides, the erroneous nomenclatures for (+)‐linderatin and (+)‐neolinderatin as given in [10] [11] were corrected to be 2′,4′,6′‐trihydroxy‐3′‐[(3R,4R)‐4‐isopropyl‐1‐methylcyclohex‐1‐en‐3‐yl]dihydrochalcone for (+)‐linderatin and 2′,4′,6′‐trihydroxy‐3′,5′‐bis[(3R,4R)‐4‐isopropyl‐1‐methylcyclohex‐1‐en‐3‐yl]dihydrochalcone for (+)‐neolinderatin, respectively.     

Isolation and structure of rosicine from Catharanthus roseus

An investigation of the alkaloidal constituents of the leaves of Catharanthus roseus has led to the isolation of a new alkaloid, “rosicine”, to which structure (1) has been assigned on the basis of spectroscopic studies. Two other alkaloids isolated have been identified as 14, 15-dehydroepivincadine and 19-hydroxytabersonine.     

Isolation and X-ray structure analysis of citreohybridonol from marine-derived Penicillium atrovenetum

The anti-neuroinflammatory meroterpenoid citreohybridonol was isolated for the first time from a sponge-derived fungus Penicillium atrovenetum. In this study, in addition to isolation and structure featuring, its unambiguous absolute configuration was determined exclusively by single crystal X-ray diffraction. The C-17-keto tautomer was clearly observed in X-ray analysis. The substance crystallises in the monoclinic space group P2₁ with a = 10.7496(5) Å, b = 14.3286(7) Å, c = 17.4909(8) Å, β = 103.235(2)°, V = 2622.5(2) Å³, Z = 2, D_calcd = 1.280 g/cm³. The chirality of the asymmetric carbon atoms was as follows: C3 (S), C5 (R), C6 (S), C8 (S), C9 (R), C10 (R), C13 (R), C14 (R).     

Isolation and structure determination of two novel Lathyrenes from Jatropha Curcus

Two new lathyranes have been isolated from Jatrophu curcus and characterized by NMR spectroscopy and x-ray diffraction.