RESUMEN
Seven new monoterpene alkaloids (1 - 7), along with 16 known analogues, were isolated from an aqueous decoction of the hook-bearing stems of Uncaria rhynchophylla (Gou-teng). Their structures were determined by spectroscopic data analysis, single crystal X-ray diffraction, and electronic circular dichroism (ECD) calculations. Compounds 1 and 2 are stereoisomers belonging to a novel type of pseudoindoxyl monoterpene alkaloids, 3 is the first monoterpene furoindole alkaloid from nature, and 4 - 7 are derivatives of the known monoterpene alkaloids featuring different structures.
Asunto(s)
Alcaloides , Uncaria , Alcaloides Indólicos/química , Uncaria/química , MonoterpenosRESUMEN
Neolignans and lignans with diverse new chemical structures, including eleven pairs of separated chiral enantiomers [(+)-/(-)-1-(+)-/(-)-5, (+)-/(-)-8, (+)-/(-)-10, and (+)-/(-)-12-(+)-/(-)-15], two achiral compounds (6 and 9), and an unseparated racemate [(±)-11], together with a new natural product (7) and 21 known derivatives, were isolated from an aqueous extract of the Angelica sinensis root head (guitou). Among the chiral isolates, (+)-/(-)-13 and (+)-/(-)-15 were scalemic pairs with enantiomeric ratios of around 3:1 and 1.5:1, respectively, while others were enantiomeric equivalent pairs. This indicates that the diverse neolignans in A. sinensis are biosynthesized via different pathways with varying degrees of stereo-controlled manners.
Asunto(s)
Angelica sinensis , Medicamentos Herbarios Chinos , Lignanos , Lignanos/química , EstereoisomerismoRESUMEN
Four new lignans (1-4) and one new neolignan (5), along with two known lignan derivatives (6 and 7), were isolated from an aqueous extract of the Isatis indigotica root (ban lan gen). Their structures were determined by spectroscopic data analysis, chemical method, and theoretical calculation, for which 1 was proved by single-crystal X-ray diffraction. Compound 2 exhibited antiviral activity against influenza virus A/Hanfang/359/95 (H3N2) with an IC50 value of 11.1 µM and a selective index (SI) > 9, while 1 and 5 are the first examples of sulfonated lignan and neolignan from nature.
RESUMEN
Eleven new sulfonated alkaloids (1 - 11) having diverse structures were isolated from an aqueous extract of the Isatis indigotica root (ban lan gen). Their structures were determined by spectroscopic data analysis, chemical method, and theoretical calculation, of which (-)-4 was proved by single crystal X-ray diffraction.
Asunto(s)
Alcaloides , Isatis , Alcaloides/química , Isatis/química , Estructura Molecular , Extractos Vegetales/química , Raíces de Plantas/química , Agua/análisisRESUMEN
Seven new minor monoterpene derivatives (1-7), together with six known analogues, were isolated from an aqueous decoction of the hook-bearing stems of Uncaria rhynchophylla (Gou-teng). Their structures were determined by spectroscopic data analysis and electronic circular dichroism (ECD) calculations, of which 1 was confirmed by single crystal X-ray diffraction.
Asunto(s)
Uncaria , Estructura Molecular , Monoterpenos , Uncaria/química , AguaRESUMEN
Five new denudatine-type diterpenoid alkaloids (1-5), along with the known analogue aconicarmine (6), were isolated from an aqueous decoction of the lateral roots of Aconitum carmichaelii (fu-zi). Their structures were determined by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Compound 5 is the first denudatine-type diterpenoid alcohol iminium alkaloid, which could be partially transformed into the aza acetal form in pyridine-d5. Compound 5 inhibited mice writhing in an acetic acid-induced writhing assay.
Asunto(s)
Aconitum , Alcaloides , Diterpenos , Animales , Ratones , Estructura Molecular , Raíces de PlantasRESUMEN
BACKGROUND: Chronic neuropathic pain is a frequent sequel to peripheral nerve injury and maladaptive nervous system function. Divanillyl sulfone (DS), a novel structural derivative of 4,4'-dihydroxydibenzyl sulfoxide from a traditional Chinese medicine Gastrodia elata with anti-nociceptive effects, significantly alleviated neuropathic pain following intrathecal injection. Here, we aimed to investigate the underlying mechanisms of DS against neuropathic pain. METHODS: A chronic constrictive injury (CCI) mouse model of neuropathic pain induced by sciatic nerve ligation was performed to evaluate the effect of DS by measuring the limb withdrawal using Von Frey filament test. Immunofluorescence staining was used to assess the cell localizations and expressions of Iba-1, ASC, NLRP3, and ROS, the formation of autolysosome. The levels of NLRP3-related proteins (caspase-1, NLRP3, and IL-1ß), mitophagy-related proteins (LC3, Beclin-1, and p62), and apoptosis-related proteins (Bcl-XL and Bax) were detected by Western blotting. The apoptosis of BV-2 cell and caspase activity were evaluated by flow cytometry. RESULTS: DS significantly alleviated the neuropathic pain by increasing the mechanical withdrawal threshold and inhibiting the activation of NLRP3 in CCI-induced model mice. Our findings indicated that DS promoted the mitophagy by increasing the LC3II and Beclin 1 and decreasing the levels of p62 protein in BV-2 cell. This is accompanied by the inhibition of NLRP3 activation, which was shown as inhibited the expression of NLRP3 in lysates as well as the secretion of mature caspase-1 p10 and IL-1ß p17 in supernatants in cultured BV-2 microglia. In addition, DS could promote mitophagy-induced improvement of dysfunctional mitochondria by clearing intracellular ROS and restoring mitochondrial membrane potential. CONCLUSION: Together, our findings demonstrated that DS ameliorate chronic neuropathic pain in mice by suppressing NLRP3 inflammasome activation induced by mitophagy in microglia. DS may be a promising therapeutic agent for chronic neuropathic pain.
Asunto(s)
Inflamasomas/efectos de los fármacos , Mitocondrias/efectos de los fármacos , Mitofagia/efectos de los fármacos , Proteína con Dominio Pirina 3 de la Familia NLR/efectos de los fármacos , Proteína con Dominio Pirina 3 de la Familia NLR/metabolismo , Neuralgia/tratamiento farmacológico , Sulfonas/farmacología , Sulfonas/uso terapéutico , Animales , Apoptosis , Caspasa 1/metabolismo , Línea Celular , Modelos Animales de Enfermedad , Inflamasomas/metabolismo , Masculino , Medicina Tradicional China , Ratones , Ratones Endogámicos C57BL , Microglía/efectos de los fármacos , Microglía/metabolismo , Microglía/patología , Mitocondrias/patología , Neuralgia/metabolismo , Nervio Ciático/efectos de los fármacos , Nervio Ciático/metabolismo , Nervio Ciático/patologíaRESUMEN
Seven new monoterpene alkaloids (1-7), along with 18 known analogues, were isolated from an aqueous decoction of the hook-bearing stems of Uncaria rhynchophylla (Gou-teng). Their structures were determined by spectroscopic data analysis and electronic circular dichroism (ECD) calculations. Compound 1 is the first monoterpene 22-norindoloquinolizidine alkaloid with a ketene unit, while 2 and 3 are unusual indoloquinolizidine alkaloids having an oxazinane ring.[Formula: see text].
Asunto(s)
Alcaloides , Uncaria , Alcaloides Indólicos , Estructura Molecular , MonoterpenosRESUMEN
Six new triterpenes, uncarinic acids KP (1-6), along with 24 known analogues, were isolated as minor constituents of an aqueous decoction of the hook-bearing stems of Uncaria rhynchophylla (Gou-teng). By comprehensive spectroscopic data analysis, their structures were elucidated as derivatives of olean-12-en-28-oic acid and urs-12-en-28-oic acid with different oxidized forms at C-3, C-6, and/or C-23, respectively. Cell-based preliminary bioassay showed that the (E)-/(Z)-coumaroyloxy and (E)-/(Z)-feruloyloxy units at C-27 of olean-12-en-28-oic acid and urs-12-en-28-oic acid played roles in their bioactivities.[Formula: see text].
Asunto(s)
Triterpenos , Uncaria , Estructura Molecular , Extractos VegetalesRESUMEN
Two new folate-derived analogues, named uncarophyllofolic acids A (1) and B (2), respectively, were isolated from the Uncaria rhynchophylla hook bearing stem (Gouteng in Chinese). The distinct stereochemical structures of 1 and 2 were determined by spectroscopic data analysis in combination with acidic hydrolysis and Marfey's derivatization, along with comparison of their specific rotation and Cotton effect (CE) data with those of the biogenetically related known derivatives as well as theoretical calculations of electronic circular dichroism (ECD) spectra. A plausible biosynthetic pathway of 1 and 2, associating to folate metabolism and the previously reported orychophragines A-C from Orychophragmus violaceus, is discussed.
Asunto(s)
Ácido Fólico/química , Extractos Vegetales/química , Uncaria/química , China , Cromatografía Líquida de Alta Presión , Ácido Fólico/análogos & derivados , Espectroscopía de Resonancia Magnética , Estructura Molecular , Tallos de la Planta/químicaRESUMEN
Nine new gastrodin derivatives, including seven p-hydroxybenzyl-modified gastrodin ethers (1-7), 6'-O-acetylgastrodin (8), and 4-[α-D-glucopyranosyl-(1 â6)-ß-D-glucopyranosyloxy]benzyl alcohol (9), together with seven known derivatives, were isolated from an aqueous extract of Gastrodia elata ("tian ma") rhizomes. Their structures were determined by spectroscopic and chemical methods as well as single crystal X-ray diffraction. Compounds 1-4, 7, 10, and 11 were also isolated from a reaction mixture by refluxing gastrodin and p-hydroxybenzyl alcohol in H2O. As both gastrodin and p-hydroxybenzyl alcohol exist in the plant, the reaction results provide evidence for the production and increase/decrease of potential effective/toxic components when "tian ma" is decocted solely or together with ingredients in Chinese traditional medicine formulations, though the isolates were inactive in the preliminarily cell-based assays at concentrations of 10 µM. Moreover, using ultra-performance liquid chromatography high-resolution electrospray ionization mass spectrometry (UPLC-HRESIMS), 4, 7, 10, and 11, as well as component variations, were detectable in the freshly prepared extracts of different types of samples, including the freeze-dried fresh G. elata rhizomes.
RESUMEN
Twenty five known aromatic glycosides (1-25) and three known sesquiterpene glycosides (26-28) have been isolated from the twigs of Litsea cubeba by using various chromatographic techniques. Their structures were identified by spectroscopic data analysis (MS, IR, 1D and 2D NMR) as (7S,8R)-dehydrodiconiferyl alcohol 4,9'-di-O-ß-D-glucopyranoside(1),(7S,8R)-5-methoxydihydrodehydrodiconiferyl alcohol 4-O-ß-D-glucopyranoside(2), (7S,8R)-urolignoside(3), (7R,8S)-dihydrodehydrodiconiferyl alcohol 4-O-ß-D-glucopyranoside(4), saposide B(5), lanicepside A(6), matairesinol-4-O-ß-D-glucopyranoside (7), tyraxjaponoside B(8), (+)-lyoniresinol-9'-O-ß-D-glucopyranoside (9), alaschanisoside A (10), syringin (11), psoralenoside (12), isopsoralenoside (13), scopolin(14), 2,6-dimethoxy-4-hydroxyphenol-1-O-ß-D-glucopyranoside (15), 3-hydroxy-4,5-dimethoxyphenyl-ß-D-glucopyranoside (16), 2-(3,4-dihydroxyphenyl)ethyl-ß-D-glucopyrnoside (17), 2-(4-dihydroxyphenyl)ethyl-ß-D-glucopyranoside (18), (+)-catechin-7-O-ß-D-glucopyranoside (19), 3'-O-methylepicatechin-7-O-ß-D-glucopyranoside (20), kaempferitrin (21), quercetin-3-O-α-L-rhamnopyranside (22), kaempferol-3-O-ß-D-glucopyranoside (23), kaempferol 3-O-ß-D-glucopyranosyl(1â2)-O-ß-D-galactopyr anoside-7-O-α-L-rhamnopyranoside (24), quercetin 3-O-α-L-rhamnopyranosyl(1â6)-O-ß-D-glucopyranosyl(1â3)-O-α-L-rhamnopyranosyl(1â2)-O-ß-D-glucopyranoside (25), staphylionoside D(26), vomifoliol 9-O-ß-D-glucopyranoside (27), dihydrovomifoliol-O-ß-D-glucopyranoside (28). Compounds 1-21 and 24-28 were obtained from this genus for the first time.
Asunto(s)
Medicamentos Herbarios Chinos , Glicósidos/aislamiento & purificación , Litsea/química , Fitoquímicos/aislamiento & purificación , Cromatografía , Espectroscopía de Resonancia Magnética , Estructura Molecular , AguaRESUMEN
Six new indole alkaloid diglycosides named isatigotindolediosides A-F (1-6), along with three known analogs (7-9), were isolated from an aqueous extract of the Isatis indigotica roots (ban lan gen). Their structures including the absolute configurations were determined by comprehensive spectroscopic data analysis, combined with enzyme or acid hydrolysis, and comparison of experimental circular dichroism (CD) and calculated electronic circular dichroism (ECD) spectra. In the preliminary assays, compounds 3, 5, and 8 showed antiviral activity against Coxsackie virus B3.
Asunto(s)
Glicósidos/aislamiento & purificación , Alcaloides Indólicos/aislamiento & purificación , Isatis/química , Raíces de Plantas/química , Antivirales/química , Antivirales/aislamiento & purificación , Antivirales/farmacología , Dicroismo Circular , Enterovirus Humano B/efectos de los fármacos , Glicósidos/química , Glicósidos/farmacología , Alcaloides Indólicos/química , Alcaloides Indólicos/farmacología , Estructura Molecular , AguaRESUMEN
AIM: Our preliminary study shows that a bibenzyl compound isolated from Gastrodia elata, 2-[4-hydroxy-3-(4-hydroxybenzyl)benzyl]-4-(4-hydroxybenzyl)phenol (designated 20C), protects PC12 cells against H2O2-induced injury. In this study we investigated whether 20C exerted neuroprotective action in a cell model of Parkinson's disease. METHODS: A cell model of Parkinson's disease was established in PC12 cells by exposure to rotenone (4 µmol/L) for 48 h. Cell viability and apoptosis were assessed, and intracellular ROS level and the mitochondrial membrane potential (MMP) were detected. The expression of apoptosis-related proteins Bax, Bcl-2, cytochrome c, cleaved caspase-3, and oxidative stress-related proteins Nrf2, HO-1 and NQO1 were examined using Western blotting. The mRNA levels of HO-1 and NQO1 were determined with RT-PCR. The nuclear translocation of Nrf2 was observed with immunofluorescence staining. RESULTS: Treatment with rotenone significantly increased the number of apoptotic cells, accompanied by marked increases in the Bax/Bcl-2 ratio, cytochrome c release and caspase-3 activation. Rotenone also increased ROS accumulation, reduced MMP, and increased the nuclear translocation of Nrf2 as well as the mRNA and protein levels of the Nrf2 downstream target genes HO-1 and NQO1 in PC12 cells. Co-treatment with 20C (0.01-1 µmol/L) dose-dependently attenuated rotenone-induced apoptosis and oxidative stress in PC12 cells. Nrf2 knockdown by siRNA partially reversed the protective effects of 20C in rotenone-treated PC12 cells. CONCLUSION: The bibenzyl compound 20C protects PC12 cells from rotenone-induced apoptosis, at least in part, via activation of the Nrf2/ARE/HO-1 signaling pathway.
Asunto(s)
Apoptosis/efectos de los fármacos , Bibencilos/farmacología , Fármacos Neuroprotectores/farmacología , Enfermedad de Parkinson Secundaria/tratamiento farmacológico , Rotenona , Transducción de Señal/efectos de los fármacos , Animales , Elementos de Respuesta Antioxidante/efectos de los fármacos , Bibencilos/química , Gastrodia/química , Hemo-Oxigenasa 1/genética , Hemo-Oxigenasa 1/metabolismo , Factor 2 Relacionado con NF-E2/genética , Factor 2 Relacionado con NF-E2/metabolismo , Fármacos Neuroprotectores/química , Estrés Oxidativo/efectos de los fármacos , Células PC12 , Enfermedad de Parkinson Secundaria/genética , Enfermedad de Parkinson Secundaria/metabolismo , ARN Mensajero/genética , ARN Interferente Pequeño/genética , Ratas , Especies Reactivas de Oxígeno/metabolismoRESUMEN
C-boivinopyranosyl flavones have rarely been isolated from nature. In the search for anti-HBV (hepatitis b virus) constituents of Alternanthera philoxeroides, two new compounds, luteolin-6-C-ß-D-boivinopyranosyl-3'-O-ß-D-glucopyranoside (1) and chrysoeriol-6-C-ß-D-boivinopyranosyl-4'-O-ß-D-glucopyranoside (2), along with three known C-boivinopyranosyl flavones (compounds 3-5) were isolated. Their structures were determined by spectroscopic analyses including 1D and 2D NMR, HR-ESI-MS, IR spectra. Compounds 1, 2 and 3 showed significant anti-HBV activities through specifically inhibiting the secretion of HBsAg in HepG2.2.15.
Asunto(s)
Amaranthaceae/química , Antivirales/química , Antivirales/farmacología , Flavonas/química , Flavonas/farmacología , Virus de la Hepatitis B/efectos de los fármacos , Línea Celular Tumoral , Proliferación Celular/efectos de los fármacos , Humanos , Espectroscopía de Resonancia Magnética , Espectrometría de Masas , Pruebas de Sensibilidad Microbiana , Estructura Molecular , Extractos Vegetales/química , Extractos Vegetales/farmacologíaRESUMEN
Two new phenylpropanoids(1 and 2), together with thirteen known compounds(3-15), have been isolated from the root of Paeonia lactiflora by using various chromatographic techniques. Their structures were identified by spectroscopic data analysis(MS,IR,1D and 2D NMR)as(+)-(7R,8R)-1-guaiacyl-1,2-propanediolacetonide(1),(-)-(7R,8S)-1-guaiacyl-1,2-propanediolacetonide(2),O-senecioyllomatin(3),O-angeloyllomatin(4),(+)-cis-3'-senecioyloxy-4'-angeloyloxy-3',4'-dihydroseselin(5),columbianadin(6), benzyl 2,5-dihydroxybenzoate(7),3,6-dimethyl-5-hydroxyBenzo-furan(8),(S)-evofolin-A(9),2,3-dihydroxy-4-methoxyacetophenone(10), 2,5-dihydroxy-4-methoxyacetophenone(11), 2,5-dihydroxy-4-methyl acetophenone(12),ethyl 4-hydroxybenzoate(13), vanillic acid(14),and 4-hydroxy-3-methoxybenzaldehyde(15).Compounds 1 and 2 were new compounds,and compounds 3-9 were obtained from the genus Paeonia for the first time.
Asunto(s)
Paeonia/química , Extractos Vegetales/química , Raíces de Plantas/química , Acetatos , Acetofenonas , Estructura Molecular , Fitoquímicos/aislamiento & purificaciónRESUMEN
From an ethanol extract of Euphorbia micractina roots, sixteen terpenoids were isolated by a combination of various chromatographic techniques, including column chromatography over macroporous resin, silica gel, and Sephadex LH-20 and reversed-phase HPLC. Their structures were elucidated by spectroscopic data analysis as loliolide myristate(1), 24-methylenetirucall-8-en-3ß,11α-diol-7-one(2), loliolide(3), 3ß-hydroxy- 5α,6α-epoxy-7-megastigmen-9-one(4), jolkinol A(5), jolkinol D(6), latilagascene F(7), helioscopinolide A(8), helioscopinolide B(9), 3-O-acetylhelioscopinolide B(10), helioscopinolide D(11), helioscopinolide E(12),(+)-11-acetoxyatis-16-en-3,14-dione(13), erythrodiol(14), uvaol(15) and betulin(16). All of the compounds were obtained from this plant for the first time, in which 1 and 2 are new compounds.
Asunto(s)
Euphorbia/química , Raíces de Plantas/química , Terpenos/aislamiento & purificación , Cromatografía , Diterpenos , Estructura Molecular , Ácido Oleanólico/análogos & derivados , TriterpenosRESUMEN
Sixteen lignanoids were isolated from an aqueous extract of the commonly used Chinese traditional medicine Dangshen, the dried roots of Codonopsis pilosula, by using a combination of various chromatographic techniques, including silica gel, macroporous adsorbent resin, MCI resin, sephadex LH-20, and reversed phase semi-preparative HPLC. On the basis of spectral data analysis, their structures were elucidated and identified asï¼-ï¼-ï¼7R,7'R,8R,8'Sï¼-4,4'-dihydroxy-3,3',5,5',7-pentamethoxy-2,7'-cyclolignaneï¼1ï¼,ï¼-ï¼-ï¼7R,8Sï¼- dihydrodehydrodiconiferyl alcohol 4-O-ß-D-glucopyranosyl-ï¼1'''â2''ï¼-ß-D-glucopyranosideï¼2ï¼,ï¼-ï¼-ï¼7R,8Sï¼- dihydrodehydrodiconiferyl alcoholï¼3ï¼,ï¼+ï¼-ï¼7S,8Rï¼-dehydrodiconiferyl alcoholï¼4ï¼,ï¼+ï¼-balanophoninï¼5ï¼,ï¼+ï¼- demethoxypinoresinolï¼6ï¼,ï¼+ï¼-pinoresinolï¼7ï¼,ï¼+ï¼-epipinoresinolï¼8ï¼,ï¼-ï¼-syringaresinolï¼9ï¼,ï¼-ï¼-medioresinolï¼10ï¼,ï¼-ï¼-lariciresinolï¼11ï¼,ï¼-ï¼-secoisolariciresinolï¼12ï¼,ï¼-ï¼-ent-isolariciresinolï¼13ï¼,ï¼+ï¼-ï¼7S,8Sï¼-3-methoxy-3',7- expoxy-8,4'-neolignan-4,9,9'-triolï¼14ï¼,ï¼+ï¼-ï¼7S,8Rï¼-3',4-dihydroxy-3-methoxy-8,4'-neolignanï¼15ï¼, andï¼-ï¼-ï¼7R,8Rï¼-3',4-dihydroxy-3-methoxy-8,4'-neolignanï¼16ï¼. All these compounds were isolated from C. pilosula for the first time, while compound 1 is a new natural product of 2,7'-cyclolignan and 2 is a new 4',7-epoxy- 8,3'-neolignan diglucoside. Compound 12 showed activity against Fe(2+)-cysteine induced rat liver microsomal lipid peroxidation with an inhibition ratio ofï¼63.4 ± 8.3ï¼ % at 1×10(-5) mol·L(-1).
Asunto(s)
Codonopsis/química , Medicamentos Herbarios Chinos/química , Extractos Vegetales/química , Raíces de Plantas/química , Animales , Butileno Glicoles , Furanos , Lignanos , Microsomas Hepáticos/efectos de los fármacos , Estructura Molecular , RatasRESUMEN
Eight new C14-polyacetylenol glycosides, containing ene-diyne and ene-yn-ene chromophores named codonopilodiynosides H-M (1-6) and codonopiloenynenosides A and B (7 and 8), respectively, together with three known analogs lobetyolinin, pratialin B, and lobetyolin (9-11), were isolated from an aqueous extract of the roots of Codonopsis pilosula. Their structures were determined by spectroscopic and chemical methods including 2D NMR data analysis and enzymatic hydrolysis. The absolute configurations of aglycones in 1-10 were assigned by application of the methoxyphenylacetic acid (MPA) determination rule of Δδ(RS) values and/or the empirical rule of Mo2(OAc)4-induced circular dichroism for the vicinal diols, or by comparison of specific rotation values with those of reported compounds. Compounds 4-6 are the first polyacetylenol glycosides possessing a cis-ene-diyne chromophore from the genus Codonopsis, while 8 has a rear trans-ene-yn-cis-ene chromophore and a (6S,7S)-6,7-diol unit against a (6R,7R)-6,7-diol unit in the others. The absolute configurations of lobetyolinin (9) and pratialin B (10) were determined for the first time.
Asunto(s)
Codonopsis/química , Glicósidos/química , Glicósidos/aislamiento & purificación , Alcoholes Grasos/química , Estructura Molecular , Resonancia Magnética Nuclear Biomolecular , Raíces de Plantas/química , Poliinos/química , Trisacáridos/químicaRESUMEN
Seven new glycosidic bisindole alkaloids, isatindigobisindolosides A-G (1-7), were isolated from an aqueous extract of the Isatis indigotica roots. Their structures including absolute configurations were determined by spectroscopic and chemical methods, together with calculations of electronic circular dichroism (ECD) spectra based on the quantum-mechanical time-dependent density functional theory. In the NMR spectra of 1-3, it is found that integration of H-2 and intensity of C-2 are affected not only by a substitution group at C-2 but also by solvents. Influences of the glucopyranosyloxy on the calculated ECD spectra of the glycosidic bisindole alkaloids are discussed. Compounds 2, 5, and 6 showed antiviral activity against both the influenza virus A/Hanfang/359/95 (H3N2) and Coxsackie virus B3 with IC50 values of 8.4-100.0 µM.