Chemical Constituents from the Rhizomes of Cyperus Rotundus L.

Background: Cyperus rotundus L. (Cyperaceae), is a perennial sedge distributed throughout India and other parts of the world. Its tubers are used as an appetizer, febrifuge and to treat bleeding, blisters, boils, cough, diarrhea, inflammation, lacteal disorders, rheumatoid arthritis, stomach ailments, skin rashes, thirst, vomiting, worm infestation and wounds. Objective: Our study was planned to isolate chemical constituents from the rhizomes of C. rotundus and to characterized their structures. Method: The air-dried rhizome powder was exhaustively extracted with methanol in a Soxhlet apparatus. The concentrated methanol extract was adsorbed on silica gel (60-120 mesh) for the preparation of a slurry. The dried slurry was chromatographed over silica gel column packed in petroleum ether. The column was eluted with petroleum ether, chloroform and methanol, successively, in order of increasing polarity to isolate the compounds. Results: Phytochemical investigation of the tubers led to isolate a sesquiterpenone characterized as 12-methyl cyprot-3-en-2-one-13-oic acid (1), two aliphatic ketone viz. n-dotriacontan-15-one (2) and n-tetracontan-7-one (8), fatty esters n-pentadecanyl octadec-9, 12- dienoate (n-pentadecanyl linoleate, 3), n-hexadecanyl linoleate (4), n-hexadecanyl oleate (5) and n-pentacos-13ʹ-enyl octadec-9-enoate (n-pentacos-13ʹ-enyl oleate, 9), two steroidal esters stigmast-5,22–dien-3β –olyl n-dodecanoate (stigmasterol laurate, 6) and stigmast-5, 22-dien-3β-olyl n-tetradecanoate (stigmasterol myristate, 7), β-sitosterol-3β-O-glucoside (10) and a triterpenic glycosidic ester lup-12, 20 (29)-dien-3β-ol-3-α-L-arabinopyranosyl-2'-oleate (lupenyl 3β-O-arabinpyranosyl 2′-oleate, 11). The structures of these compounds were established by spectral data analysis and chemical reactions. Conclusion: A sesquiterpene identified as cyprot-3-en-2-one-14-oic acid, two aliphatic ketones, fatty esters, two steroidal esters, β-sitosterol-3β-O-glucoside and lupenyl 3β-O-arabinpyranosyl 2′-oleate were isolated for the first time from the rhizomes.

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Chemical Constituents of the Insecticidal Active Extract of Tinospora crispa

Scientific Research Journal ◽

10.24191/srj.v10i1.5408 ◽

2019 ◽

Vol 10 (1) ◽

pp. 23

Author(s):

Nor Aziyah Bakhari ◽

Siti Nur Amirah Diana Fadzillah ◽

Norain Isa

Keyword(s):

Blood Pressure ◽

Petroleum Ether ◽

Silica Gel ◽

1H Nmr ◽

Column Chromatography ◽

Mobile Phase ◽

Spectroscopic Data ◽

Chemical Constituents ◽

Ethanol Extract ◽

First Time

Tinospora crispa Miers (Menispermaceae) is a climbing vine with stems rich in warts. The plant is called Akar Seruntum or Patawali in Malaysia and is widely used for treating skin complaints, malaria, bacterial abscess, high blood pressure and diabetes. In the present study, the stems of T. crispa were collected from the locality and succesively extracted with petroleum ether, followed by chloroform and ethanol. The insecticidal active extract (ethanol extract) was subjected to column chromatography of silica gel eluted with a gradient mobile phase containing hexane, chloroform and ethanol. Among the chemical constituents isolated are n-tetracosyl trans-ferulate and n-octacosyl alcohol, along with three known aporphine alkaloids; N-formylnornuciferine, N-acetylnornuciferine and lysicamine. All compounds were identified by comparing their spectroscopic data (UV, IR, 1H NMR, MS) with data from corresponding values in the literature. Isolation of n-tetracosyl trans-ferulate and n-octacosyl alcohol is reported the first time for T. crispa.

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ISOLATION AND ANTIDIABETIC ACTIVITY OF NEW LANOSTENOIDS FROM THE LEAVES OF PSIDIUM GUAJAVA L.

International Journal of Pharmacy and Pharmaceutical Sciences ◽

10.22159//ijpps.2016.v8i9.10425 ◽

2016 ◽

Vol 8 (9) ◽

pp. 14 ◽

Cited By ~ 2

Author(s):

Priyanka Bagri ◽

Mohammed Ali ◽

Vidhu Aeri ◽

Malay Bhowmik

Keyword(s):

Metabolic Disease ◽

Petroleum Ether ◽

Silica Gel ◽

Chemical Constituents ◽

Arachidic Acid ◽

Psidium Guajava ◽

Diabetic Rats ◽

Antidiabetic Activity ◽

Soxhlet Apparatus ◽

Leaf Powder

Objective: <a href="http://www.webmd.com/diabetes/default.htm">Diabetes</a> mellitus is a chronic metabolic disease which affects our body's ability to use the energy found in food. Our study was planned to isolate chemical constituents from the leaves of Psidium guajava L. (Myrtaceae), to characterize their structures and to investigate their antidiabetic activity.Methods: The air-dried leaf powder was exhaustively extracted with methanol in a Soxhlet apparatus. The concentrated leaf extact was adsorbed on silica gel (60-120 mesh) for the preparation of a slurry. The dried slurry was chromatographed over silica gel column packed in petroleum ether. The column was eluted with petroleum ether, chloroform and methanol, successively, in order of increasing polarity to isolate the compounds. These natural constituents were tested for the antidiabetic activity in STZ-induced diabetic models.Results: Six new lanosterol-type triterpenoids characterized as lanost-7-en-3β-ol-26-oic acid (2), lanost-7-en-3β, 12β-diol-26-oic acid (3), lanost-7-en-3β, 12β, 29-triol-26-oic acid (4), lanost-cis-1,7,23-trien-3β, 12β, 18, 22α-tetraol-26-oic acid (5), lanosteryl-3β-O-D-xylopyranosyl-2′-p-benzaldehyde (7) and lanost-7-en-3β-ol-26-oic acid-3β-D-glucopyranoside (8) along with the known compounds arachidic acid (1) and β-sitosterol xylopyranoside (6) were isolated from the leaves. The compounds 2, 3, 4 and 8 exhibited significant antidiabetic activity against streptozotocin-induced diabetic rats.Conclusion: The leaves of P. guajava possessed antidiabetic lanostene-type triterpenoids.

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CONTRIBUTE TO STUDY ON CHEMICAL CONSTITUENTS OF URENA LOBATA (L.) OF VIETNAM

Vietnam Journal of Science and Technology ◽

10.15625/2525-2518/57/2/13019 ◽

2019 ◽

Vol 57 (2) ◽

pp. 162

Author(s):

Quan Minh Pham ◽

Hoai Van Thi Tran ◽

Lam Tien Do ◽

Phuong Lan Doan ◽

Inh Thi Cam ◽

...

Keyword(s):

Mental Disorders ◽

Ethyl Acetate ◽

Ethyl Acetate Extract ◽

Chemical Constituents ◽

2D Nmr ◽

Spectroscopic Methods ◽

Tree Roots ◽

Chemical Structures ◽

Phytochemical Investigation ◽

First Time

Urena lobata L. is used in Vietnamese traditional medicine for the treatment of several diseases. Tree roots are used to treat rheumatism, dysentery, poor digestion, flu, tonsils, malaria, asthma, goiter. Flowers are used to treat chickenpox, fever, and mental disorders. Branches, leaves or whole trees used to treat injuries bruises, rheumatism, mastitis, bites. Phytochemical investigation of the n-hexan and ethyl acetate extract of Urena lobata L. led to the isolation of β-sitosterol (1), β-sitosterol-3-O-β-D-glucopyranoside (2), a-acetylamino-phenylpropyl a-benzoylamino-phenylpropanoate (3), quercetin (4), and trans-tiliroside (5). Their chemical structures were determined by spectroscopic methods including MS, 1D, 2D NMR and comparing with those reported in previous papers. Two compounds 3, 5 were isolated for the first time from Urena lobata plant.

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CHEMICAL CONSTITUENTS AND BIOACTIVITY OF Codium amplivesiculatum SETCHELL N. L.GARDNER (CHLOROPHYTA; BRYOPSIDALES)

CICIMAR Oceánides ◽

10.37543/oceanides.v28i2.124 ◽

2013 ◽

Vol 28 (2) ◽

pp. 1

Author(s):

A. Marín -Álvarez ◽

J. I. Murrillo -Álvarez ◽

M. Muñoz -Ochoa ◽

G. M. Molina -Salinas

Keyword(s):

Staphylococcus Aureus ◽

Silica Gel ◽

Vibrio Parahaemolyticus ◽

Marine Alga ◽

Chemical Constituents ◽

Ethanol Extract ◽

Solvent Mixtures ◽

Bioactive Substances ◽

First Time ◽

Tuberculosis Activity

In search of bioactive substances from Mexican marine organisms, crude ethanol-extract from the marine alga Codium amplivesiculatum was fractionated in chromatographic columns of silica gel at 60 Å (230-400 mesh) using solvent mixtures of increasing polarity. All the fractions were submitted to antibacterial assays. The major metabolite from an anti-tuberculosis fraction (MIC = 100 μg mL–1) was purified and identified as 1-octodecanol (1). The anti-tuberculosis activity was attributed to 1 with bases in previous reports. In addition, clerosterol (2) was obtained by crystallization from an active fraction against Staphylococcus aureus and Vibrio parahaemolyticus (MIC = 125 and 250 μg mL–1, respectively). Both structures were established by interpretation and comparison of infrared and 1H NMR spectroscopic data. In contrast with other studies, 2 showed a non-significant cytotoxicity against the cell line PC-3 (% GI = 21.05 ± 0.3 at 50 μg mL–1). To our knowledge, these metabolites are reported for the first time from C. amplivesiculatum, and this is one of very rare reports of saturated long-chain alcohols isolated from chlorophytes. Constituyentes químicos y bioactividad de Codium amplivesiculatum Con el propósito de descubrir sustancias bioactivas a partir de organismos marinos encontrados en México, se fraccionó el extracto crudo etanólico de Codium amplivesiculatum en columnas cromatográficas de sílica gel 60 Å (230-400 de malla) utilizando mezclas de solventes de polaridad creciente. Todas las fracciones se sometieron a ensayos antibacterianos. El principal metabolito de la fracción activa antituberculosis (MIC = 100 μg mL-1), fue purificado e identificado como 1-octodecanol (1). La actividad antituberculosis, basada en reportes previos, se atribuyó al compuesto 1. Además, se obtuvo clerosterol (2) por cristalización de una fracción activa frente a Staphylococcus aureus y Vibrio parahaemolyticus (MIC = 125 y 250 μg mL-1, respectivamente). Las dos estructuras fueron inferidas mediante interpretación y comparación de datos obtenidos por espectroscopía de IR-ATR y 1H RMN. En contraste con otros estudios, el compuesto 2 mostró una citotoxicidad no significativa contra la línea celular PC-3 (% IC = 21.05 ± 0.3 a 50 μg mL–1). Hasta donde sabemos, estos metabolitos se reportan por primera vez en C. amplivesiculatum y 1-octadecanol es un reporte muy raro de alcohol de cadena larga aislado de clorofitas.

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Chemical Constituents of the Lichen Cladina macaronesica

Zeitschrift für Naturforschung C ◽

10.1515/znc-1991-1-203 ◽

1991 ◽

Vol 46 (1-2) ◽

pp. 12-18 ◽

Cited By ~ 8

Author(s):

Antonio G . González ◽

Jaime Bermejo Barrera ◽

Elsa Ma Rodríguez Pérez ◽

Consuelo E. Hernández Padrón

Keyword(s):

Natural Products ◽

Phenolic Compounds ◽

Silver Nitrate ◽

Silica Gel ◽

Column Chromatography ◽

Chemical Constituents ◽

Usnic Acid ◽

Acetone Extract ◽

First Time

Column chromatography of the acetone extract of the lichen Cladina macaronesica (Sephadex LH-20, silica gel and silver nitrate-im pregnated silica gel) afforded eight triterpenes identified by chemical and spectral m eans. α-Amyrenone, lupenone, taraxerol, taraxerone and /so-arborinol acetate were isolated for the first time from lichens and (-)-usnic acid and five mononuclear phenolic compounds were also obtained, four for the first time as natural products. The possible transformation of perlatolic acid into these phenolic compounds is briefly outlined.

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Chemical Constituents from Euphorbia helioscopia

Advanced Materials Research ◽

10.4028/www.scientific.net/amr.396-398.1337 ◽

2011 ◽

Vol 396-398 ◽

pp. 1337-1340 ◽

Cited By ~ 1

Author(s):

Di Geng ◽

Lian Jin Weng ◽

Yuan Yuan Han ◽

Xin Yang

Keyword(s):

Silica Gel ◽

Chemical Constituents ◽

2D Nmr ◽

Spectroscopic Methods ◽

Nmr Spectrum ◽

Euphorbia Helioscopia ◽

First Time ◽

Spectrum Data

AIM: To study the chemical constituents of Euphorbia helioscopia. METHODS: Compounds 1-10 were isolated and purified by silica gel, Sephadex LH-20 and Rp-18 chromatogarphy. Their structures were elucidated mainly by spectroscopic methods. RESULTS: Ten known compounds, helioscopinolide A(1), helioscopinolide B(2), scopoletin(3), scoparone(4), isoscopoletin(5), licochalone A(6), quercelin(7), 7, 4’-dihydroxy-5-methoxy flacanone(8), 2’, 4’-dihydroxy-6’-methoxydihydrochalcone(9) and pinocembrin(10), were isolated and structurally elucidated. CONCLUSION: Compound 3-5 and 8-10 were isolated from this plant for the first time. 2D NMR spectrum data of 2 were also reported in this paper.

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Phytochemical Investigation of Aerial Parts of Iraqi Cardaria draba

Iraqi Journal of Pharmaceutical Sciences ( P-ISSN 1683 - 3597 E-ISSN 2521 - 3512) ◽

10.31351/vol29iss2pp27-36 ◽

2020 ◽

Vol 29 (2) ◽

pp. 27-36

Author(s):

Alaa M. Abd ◽

Enas J. Kadhim

Keyword(s):

High Performance Liquid Chromatography ◽

Phenolic Acid ◽

High Performance ◽

Chemical Constituents ◽

Aqueous Methanol ◽

Plant Materials ◽

Aerial Parts ◽

Phytochemical Investigation ◽

Soxhlet Apparatus ◽

Layer Chromatography

The aim of this study was to study chemical constituents of aerial parts of Cardaria draba since no phytochemical investigation had been studied before in Iraq. Aerial parts of Cardaria draba were defatted by maceration in hexane for 72 h. The defatted plant materials were extracted using Soxhlet apparatus, the aqueous Methanol 90% as a solvent extraction for 18 h, and fractionated with petroleum ether- chloroform (CHCl3)- ethylacetate- and n-butanol respectivly. The ethyl acetate, n-butanol, and n-butanol after hydrolysis fractions were investigated by high performance liquid chromatography (HPLC) and thin-layer chromatography (TLC) for its phenolic acid and flavonoid contents. Flavonoids and phenolic acid derivative were isolated from the ethylacetate of leaf fraction and n-butanol after hydrolysis fraction of the aerial parts and identified by TLC, FTIR and HPLC. A various chromatographic and spectroscopic results shown the presence of luteolin, chlorogenic acid, caffeic acid, and resorcinol in aerial parts of C. draba.

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STUDY ON CHEMICAL CONSTITUENTS AND CYTOTOXICITY OF ASPIDISTRA LETREAE

HUE UNIVERSITY JOURNAL OF SCIENCE NATURAL SCIENCE ◽

10.26459/hueuni-jns.v129i2a.5656 ◽

2020 ◽

Vol 129 (1B) ◽

Author(s):

Duc Viet Ho

Keyword(s):

Methanol Extract ◽

Human Cancer ◽

Chemical Constituents ◽

Hep G2 ◽

Pure Compound ◽

Human Cancer Cell Lines ◽

Phytochemical Investigation ◽

Reported Data ◽

First Time

A phytochemical investigation of whole Aspidistra letreae plants led to the isolation of 2H-chromen-2-one (1), α-tocopherol (2), (E)-phytol (3), asparenydiol (4) and (25S)-spirost-1β,3α,5β-triol (5). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (4) was isolated from the genus Aspidistra for the first time. This is also the first report on the separation and structural determination of (25S)-spirost-1β,3α,5β-triol (5) as a pure compound. The methanol extract exhibited a moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with IC50 values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.

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Chemical constituents and cytotoxicity of Aspidistra letreae

HUE UNIVERSITY JOURNAL OF SCIENCE NATURAL SCIENCE ◽

10.26459/hueuni-jns.v129i1b.5656 ◽

2020 ◽

Vol 129 (1B) ◽

pp. 31-39

Author(s):

Duc Viet Ho ◽

Hanh Nhu Thi Hoang ◽

Khue Minh Vo ◽

Anh Tuan Le ◽

Hoai Thi Nguyen

Keyword(s):

Human Cancer ◽

Chemical Constituents ◽

Hep G2 ◽

Human Cancer Cell Lines ◽

Phytochemical Investigation ◽

Ic50 Values ◽

Reported Data ◽

Whole Plants ◽

First Time

A phytochemical investigation of whole Aspidistra letreae plants led to the isolation of 2H-chromen-2-one (1), α-tocopherol (2), (E)-phytol (3), asparenydiol (4) and (25S)-spirost-1β,3α,5β-triol (5). Their structures were determined on the basis of NMR spectral evidences and in comparison with the reported data. Of these, asparenydiol (4) was isolated from the genus Aspidistra for the first time. This is also the first report on the separation and structural determination of (25S)-spirost-1β,3α,5β-triol (5) as a pure compound. The methanol extract from the whole plants of Aspidistra letreae exhibits moderate cytotoxicity against the LU-1, HeLa, MDA-MB-231, Hep-G2, and MKN-7 human cancer cell lines with IC50 values ranging from 52.58 ± 3.65 to 64.78 ± 4.89 μg/mL.

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Chemical Constituents of the Roots and Rhizomes of Saposhnikovia divaricata and their Cytotoxic Activity

Natural Product Communications ◽

10.1177/1934578x1701200229 ◽

2017 ◽

Vol 12 (2) ◽

pp. 1934578X1701200 ◽

Cited By ~ 2

Author(s):

Akihito Yokosuka ◽

Satoru Tatsuno ◽

Takuma Komine ◽

Yoshihiro Mimaki

Keyword(s):

Cytotoxic Activity ◽

Apoptotic Cell ◽

Chemical Constituents ◽

Leukemia Cells ◽

Caspase 9 ◽

Meoh Extract ◽

Apoptotic Pathway ◽

Phytochemical Investigation ◽

Saposhnikovia Divaricata ◽

First Time

Phytochemical investigation of the MeOH extract of the roots and rhizomes of Saposhnikovia divaricata (Umbelliferae) resulted in the isolation of six chromons (1-6) and five polyacetylene derivatives (7-11). Compounds 9 and 11 were isolated from S. divaricate for the first time. The chromon derivatives (1-6) were evaluated for their cytotoxic activity against HL-60 human promyelocytic leukemia cells. Compound 1 (3′- O-angeloylhamaudol) showed the most potent cytotoxic activity with an IC50 value of 4.41 μM and was found to induce apoptotic cell death in HL-60 cells. The loss of mitochondrial membrane potential, release of cytochrome c into the cytoplasm, and activation of caspase-9 in the 1-treated HL-60 cells suggests that 1 induces apoptosis through the mitochondrial-dependent apoptotic pathway.

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