ABSTRACT
Objective: To study the chemical constituents of the roots and rhizomes of Veratrum grandiflorum and its antitumor activities. Methods: The compounds were isolated and purified by silica gel, C-18 reversed phase column chromatography, and their structures were identified by MS and NMR analyses. The cytotoxic activities of compounds 1-6 against HepG2 (human liver cancer cell line) were evaluated by MTT method. The effect of compound 3 on cell apoptosis of HepG2 was detected by flow cytometry. Results: Eight steroidal alkaloids were isolated and their structures were identified as (3S,15S)-3β-angeloyl-15α-acetylzygadenine (1), epirubijervine (2), veratramine (3), jervine (4), 3-angeloylzygadenine (5), veratrosine (6), veramitaline (7) and veralkamine (8). Conclusion: Compound 1 is a new alkaloid, compounds 7-8 are isolated from this plant for the first time. Compound 3 showed moderate cytotoxic activity against human tumor cell line HepG2 with IC50 value of (13.70 ± 0.99) μmol/L, and induced early apoptosis of HepG2 cells.
ABSTRACT
Two previously undescribed steroidal compounds, 16, 23-epoxy-22, 26-epimino-cholest-22(N), 23, 25(26)-trien-3β-ol-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (1) and 26-O-β-D-glucopyranosyl-(25R)-5α-furost-20(22)-en-3β, 26-diol (2), together with 7 known ones including 26-O-β-D-glucopyranosyl-(25R)-5, 20(22)-dien-furost-3β, 26-diol (3), (25R)-5-en-spirost-3β-ol-O-β-D-glucopyranosyl-(1→4)-[α-L-rhmanopyranosyl-(1→2)]-β-D-galactopyranoside (4), funkioside D (5), aspidistrin (6), tigogenin-3-O-β-D-lucotrioside (7), desglucolanatigonin II (8), and degalactotigonin (9), were isolated from Solanum lyratum Thunb. Their cytotoxic activities were tested in two cancer cell lines by MTT method. One of the steroidal glycosides (6) showed significant cytotoxic activity against gastric cancer SGC7901 and liver cancer BEL-7402 cells.
Subject(s)
Humans , Alkaloids , Chemistry , Toxicity , Antineoplastic Agents , Chemistry , Toxicity , Cell Line, Tumor , Cell Survival , Glycosides , Chemistry , Pharmacology , Toxicity , Inhibitory Concentration 50 , Molecular Structure , Phytosterols , Chemistry , Toxicity , Plant Extracts , Chemistry , Toxicity , Plants, Medicinal , Chemistry , Solanum , Chemistry , Sterols , Chemistry , Pharmacology , ToxicityABSTRACT
Two previously undescribed steroidal compounds, 16, 23-epoxy-22, 26-epimino-cholest-22(N), 23, 25(26)-trien-3β-ol-3-O-β-D-glucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-β-D-galactopyranoside (1) and 26-O-β-D-glucopyranosyl-(25R)-5α-furost-20(22)-en-3β, 26-diol (2), together with 7 known ones including 26-O-β-D-glucopyranosyl-(25R)-5, 20(22)-dien-furost-3β, 26-diol (3), (25R)-5-en-spirost-3β-ol-O-β-D-glucopyranosyl-(1→4)-[α-L-rhmanopyranosyl-(1→2)]-β-D-galactopyranoside (4), funkioside D (5), aspidistrin (6), tigogenin-3-O-β-D-lucotrioside (7), desglucolanatigonin II (8), and degalactotigonin (9), were isolated from Solanum lyratum Thunb. Their cytotoxic activities were tested in two cancer cell lines by MTT method. One of the steroidal glycosides (6) showed significant cytotoxic activity against gastric cancer SGC7901 and liver cancer BEL-7402 cells.
Subject(s)
Humans , Alkaloids , Chemistry , Toxicity , Antineoplastic Agents , Chemistry , Toxicity , Cell Line, Tumor , Cell Survival , Glycosides , Chemistry , Pharmacology , Toxicity , Inhibitory Concentration 50 , Molecular Structure , Phytosterols , Chemistry , Toxicity , Plant Extracts , Chemistry , Toxicity , Plants, Medicinal , Chemistry , Solanum , Chemistry , Sterols , Chemistry , Pharmacology , ToxicityABSTRACT
Two new steroidal alkaloids, isoconkuressine and N-formylconessimine, together with 6 known steroidal alkaloids including conkuressine, conessine, isoconessimine, conimine, conarrhimine, and funtudienine, were isolated from the seeds of Holarrhena antidysenteriaca Wall.ex A.DC. Their intrinsic antibacterial activities and synergistic effects with penicillin and vancomycin were analyzed in methicillin sensitive staphylococcus aureus (MSSA) and methicillin resistant staphylococcus aureus (MRSA). Two of the steroidal alkaloids including one new compound (N-formylconessimine) showed potential antibacterial activity and possessed synergistic effects with penicillin and vancomycin, respectively.
Subject(s)
Alkaloids , Pharmacology , Anti-Bacterial Agents , Chemistry , Pharmacology , Holarrhena , Chemistry , Methicillin-Resistant Staphylococcus aureus , Microbial Sensitivity Tests , Plant Extracts , Chemistry , Pharmacology , Staphylococcus aureusABSTRACT
A nodal segment culture was developed in order to assess Solanum torvum Sw. regeneration and solasodine levels. The influence of auxins (indoleacetic acid, 1-Naphthaleneacetic acid) and benzyl adenine on S. torvum growth in micropropagation was investigated. A nodal segment culture was initiated with seeds germinated in MS basal medium added of GA3 and grown in different concentrations of IAA, IAA + BAP and NAA + BAP. Sixty-day-old plants from the in vitro culture were collected, frozen and lyophilized; then, the methyl orange method was used to quantify solasodine for the spectrophotometric assay. The best results regarding plant regeneration and solasodine accumulation were obtained by using the MS basal medium without addition of plant growth regulators; however, there was great production of calluses presenting friable bases. Based on these results, cell cultures can be initiated from such calluses with application of other auxins and cytokinins to enhance solasodine production, besides different elicitors, light intensities and sucrose concentrations.
A regeneração de Solanum torvum e a avaliação do conteúdo de solasodina foram os objetivos de cultura de segmentos nodais. A influência de auxinas (ácido 3-indolacético, ácido naftalenoacético) e de 6-benzilaminopurina no crescimento de S. torvum na micropropagação foi investigado. Cultura de segmentos nodais foi iniciada por sementes germinadas em meio básico MS acrescido de GA3 e cultivadas em diferentes concentrações de AIA, AIA + BAP e ANA + BAP. Plantas da cultura in vitro com 60 dias foram coletadas, congeladas e liofilizadas e o método de alaranjado de metila foi utilizado para quantificação de solasodina para o ensaio espectrofotométrico. Os melhores resultados para regeneração vegetal e acúmulo de solasodina foram alcançados no meio MS sem adição de reguladores de crescimento havendo, porém grande produção de calos de base friáveis. Esses resultados mostram que a partir desses calos, cultura de células pode ser iniciada com aplicação de outras auxinas e citocininas para o aumento da produção de solasodina além de diferentes eliciadores, intensidades luminosas e concentrações de sacarose.
Subject(s)
Solanaceous Alkaloids/chemistry , Solanaceae/growth & development , Alkalies , Cytokinins , Plant Physiological Phenomena/physiology , SteroidsABSTRACT
Veratrum patulum is a perennial plant with toxicity, which grows wild in the high mountain areas of Korea. Various types of steroidal alkaloids contained in Veratrum patulum are known to cause symptoms such as nausea, vomiting, bradycardia and hypotension. Twenty-three patients were admitted to our center with chief complaints of nausea and vomiting after ingesting leaves of Veratrum patulum. The mean age of the group was 44 years old and was comprised of 19 males and 4 females. Some patients showed hypotension and bradycardia with symptoms such as dizziness. Ten patients with severe bradycardia coupled with other symptoms received atropine administration. Nausea and vomiting were improved after the administration of anti-emetics. Blood pressure and the pulse rate were all normalized on the day after admission, and all of the patients were discharged without any symptoms.