Bioguided Fraction and Isolation of the Antitumor Components fromPhyllanthus niruriL.

Phyllanthus niruriL., a well-known medicinal plant, has been used as a folk antitumor remedy in the worldwide scale. However, the antitumor components inP. nirurihave not been reported. In order to verify the antitumor components ofP. niruriand the plants which have the high content of these components, we isolated the antitumor components with bioguided fraction and isolation, by different chromatographic methods from the ethyl acetate fraction ofP. niruri., and identified them as ethyl brevifolincarboxylate and corilagin by1H-NMR,13C-NMR, 2D-NMR, and mass spectrometric analyses. Cell cytotoxicity assays showed that corilagin has broad-spectrum antitumor activity, a better antitumor potential, and lower toxicity in normal cells. Besides, the coefficient of drug interaction (CDI) of 10 μM corilagin and 20 μM cDDP reached up to 0.77, which means corilagin can promote the antitumor activity of cDDP. Furthermore, by the extensive screening among 10 species of plants reported to contain corilagin, we found thatDimocarpus longanLour. has the maximum content of corilagin. In conclusion, corilagin is the major active antitumor composition inP. niruri.L. on HCC cells and has high content inD. longan.

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E-Homolupane Derivatives Substituted in Position 17 and 22a. 1H NMR, 13C NMR and IR Spectra

Collection of Czechoslovak Chemical Communications ◽

10.1135/cccc19950619 ◽

1995 ◽

Vol 60 (4) ◽

pp. 619-635 ◽

Cited By ~ 1

Author(s):

Václav Křeček ◽

Stanislav Hilgard ◽

Miloš Buděšínský ◽

Alois Vystrčil

Keyword(s):

Nmr Spectra ◽

2D Nmr ◽

Coupling Constants ◽

Side Chain ◽

Oxidation Reactions ◽

H Nmr ◽

Complete Assignment ◽

Nmr Techniques ◽

Intramolecular Association ◽

C Nmr

A series of derivatives with various oxygen functionalities in positions 17,22a or 19,20 was prepared from diene I and olefin XVI by addition and oxidation reactions. The structure of the obtained compounds was confirmed by 1H NMR, 13C NMR and IR spectroscopy. The kind of intramolecular association of the 17α-hydroxy group was studied in connection with modification of the side chain and substitution in position 22a. Complete assignment of the hydrogen signals and most of the coupling constants was accomplished using a combination of 1D and 2D NMR techniques. The 1H and 13C NMR spectra are discussed.

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Two New Glycosides from Conyza bonariensis

Natural Product Communications ◽

10.1177/1934578x1000500724 ◽

2010 ◽

Vol 5 (7) ◽

pp. 1934578X1000500 ◽

Cited By ~ 3

Author(s):

Aqib Zahoor ◽

Imran Nafees Siddiqui ◽

Afsar Khan ◽

Viqar Uddin Ahmad ◽

Amir Ahmed ◽

...

Keyword(s):

2D Nmr ◽

Mass Spectrometric ◽

Spectroscopic Techniques ◽

H Nmr ◽

Alkyl Glycoside ◽

Conyza Bonariensis ◽

C Nmr

Studies on Conyza bonariensis (L.) Cronq. led to the isolation of two new glycosides trivially named as erigeside E and F (1–2), along with two new source compounds; benzyl-β-D-glucopyranoside (3) and 2-phenylethyl-β-D-glucopyranoside (4). Compounds 1, 3, and 4 are aromatic glycosides, while compound 2 is an alkyl glycoside. Their structures were elucidated through mass spectrometric, and 1D- and 2D-NMR spectroscopic techniques, including 1H NMR, 13C NMR, HMQC, HSQC and HMBC.

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Reactions of 3-(p-substituted-phenyl)-5-chloromethyl-1,2,4-oxadiazoles with KCN leading to acetonitriles and alkanes via a non-reductive decyanation pathway

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.14.280 ◽

2018 ◽

Vol 14 ◽

pp. 3011-3017

Author(s):

Akın Sağırlı ◽

Yaşar Dürüst

Keyword(s):

Nmr Spectra ◽

2D Nmr ◽

Synthetic Route ◽

X Ray ◽

H Nmr ◽

2D Nmr Spectra ◽

Tof Ms ◽

C Nmr

The present work describes an unfamiliar reaction of 5-(chloromethyl)-3-substituted-phenyl-1,2,4-oxadiazoles with KCN affording trisubstituted 1,2,4-oxadiazol-5-ylacetonitriles and their parent alkanes, namely, 1,2,3-trisubstituted-1,2,4-oxadiazol-5-ylpropanes. To the best of our knowledge, the current synthetic route leading to decyanated products will be the first in terms of a decyanation process which allows the transformation of trisubstituted acetonitriles into alkanes by the incorporation of KCN with the association of in situ-formed HCN and most likely through the extrusion of cyanogen which could not be detected or isolated. In addition, the plausible mechanisms were proposed for both transformations. The structures of the title compounds were identified by means of IR, 1H NMR, 13C NMR, 2D NMR spectra, TOF–MS and X-ray measurements.

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Anwendungen der 2 D-NMR-Spektroskopie in der Organophosphorchemie Beispiel: L-Menthyldichlorphosphan / Applications of the 2D NMR Spectroscopy in the Organophosphorus Chemistry Example: L-Menthyldichlorophosphine

Zeitschrift für Naturforschung B ◽

10.1515/znb-1982-1233 ◽

1982 ◽

Vol 37 (12) ◽

pp. 1661-1664 ◽

Cited By ~ 8

Author(s):

Martin Feigel ◽

Gerhard Hägele ◽

Axel Hinke ◽

Gudrun Tossing

Keyword(s):

Nmr Spectroscopy ◽

2D Nmr ◽

2D Nmr Spectroscopy ◽

H Nmr ◽

Nmr Parameters ◽

Nmr Data ◽

Organophosphorus Chemistry ◽

C Nmr

2D NMR ist used to determine the 1H NMR parameters of L-Menthyldichlorophosphine. 13C NMR data are given

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CYTOTOXIC COMPOUND FROM ETHYL ACETATE FRACTION OF Brucea javanica (L.) Merr FRUIT AGAINST HeLa CELL LINE

ALCHEMY Jurnal Penelitian Kimia ◽

10.20961/alchemy.v11i1.108 ◽

2015 ◽

Vol 11 (1) ◽

pp. 58

Author(s):

Nurlina Nurlina ◽

Ari Widiyantoro

Keyword(s):

Ethyl Acetate ◽

Amorphous Solid ◽

Ethyl Acetate Fraction ◽

Assay Method ◽

Pure Compound ◽

Brucea Javanica ◽

H Nmr ◽

Cytotoxic Compound ◽

Related Compounds ◽

C Nmr

The pure compound relatively (85 mg) was isolated from 4.5 kg Brucea javanica (L.) Merr. fruits sample. It was obtained from ethyl acetate fraction as a red-brownish amorphous solid of melting point 202-206 oC. Phytochemical screening of isolate showed positive result of terpenoid group. Based on analysis by UV, IR,1H-NMR and 13C-NMR spectroscopy and by comparison with known related compounds, indicated that isolate is quassinoid compound named Picras 3- en- 21- oat acid, 15-(acetyloxy)-13,20- epoxy-3-(ß-D- glucopyranosyloxy)-11, 12- dihydroxy -2, 16- dioxo -, methyl ester. Cytotoxic test using MTT assay method showed that compound have IC50 9,7 µg/mL.

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Synthesis and spectroscopic properties of β-meso directly linked porphyrin–corrole hybrid compounds

Beilstein Journal of Organic Chemistry ◽

10.3762/bjoc.14.13 ◽

2018 ◽

Vol 14 ◽

pp. 187-193 ◽

Cited By ~ 2

Author(s):

Baris Temelli ◽

Hilal Kalkan

Keyword(s):

Fluorescence Spectroscopy ◽

Condensation Reaction ◽

2D Nmr ◽

Spectroscopic Properties ◽

H Nmr ◽

Hybrid Compounds ◽

Absorption And Fluorescence Spectroscopy ◽

First Time ◽

C Nmr

The preparation of β-meso directly linked porphyrin–corrole hybrids was realized for the first time via an InCl3-catalyzed condensation reaction of 2-formyl-5,10,15,20-tetraphenylporphyrins with meso-substituted dipyrromethanes. Hybrid compounds have been characterized by 1H NMR, 13C NMR, 2D NMR, UV–vis absorption and fluorescence spectroscopy.

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Isolation and Structure Determination of Three New Sesquiterpenoids from Achillea millefolium

Zeitschrift für Naturforschung B ◽

10.5560/znb.2011-0244 ◽

2012 ◽

Vol 67 (5) ◽

pp. 421-425 ◽

Cited By ~ 6

Author(s):

Umar Farooq ◽

Afsar Khan ◽

Saleha Suleman Khan ◽

Shazia Iqbal ◽

Rizwana Sarwar ◽

...

Keyword(s):

Sesquiterpene Lactone ◽

2D Nmr ◽

Achillea Millefolium ◽

Two Dimensional ◽

H Nmr ◽

Whole Plant ◽

Phytochemical Investigation ◽

Nmr Techniques ◽

C Nmr

Phytochemical investigation of the whole plant of Achillea millefolium led to the isolation of three new sesquiterpenes which were trivially named as sesquiterpene lactone-esters A and B (1 and 2), and sesquiterpene lactone-diol (3). The structures of these compounds were determined with the help of one- and two-dimensional (1D and 2D) NMR techniques including 1H NMR, 13C NMR, HMQC, HMBC, COSY, and NOESY experiments.

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Two New Sesquiterpene Lactone-esters from Achillea vermicularis

Natural Product Communications ◽

10.1177/1934578x0800301115 ◽

2008 ◽

Vol 3 (11) ◽

pp. 1934578X0800301

Author(s):

Umar Farooq ◽

Afsar Khan ◽

Viqar Uddin Ahmad ◽

Azhar-ul-Haq ◽

Robina Farooq ◽

...

Keyword(s):

Sesquiterpene Lactone ◽

2D Nmr ◽

Two Dimensional ◽

H Nmr ◽

Whole Plant ◽

Phytochemical Investigation ◽

Nmr Techniques ◽

C Nmr

Phytochemical investigation of the whole plant of Achillea vermicularis led to the isolation of two new sesquiterpene lactone-esters, vermicularon A and B (1–2). The structures of these compounds were determined primarily with the help of one- and two-dimensional (1D and 2D) NMR techniques, including 1H NMR, 13C NMR, HMQC, and HMBC experiments.

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Synthesis, biological evaluation, and molecular docking of ((4-([1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-6-yl) piperazin-1-yl)methyl) benzohydrazide derivatives

Journal of Chemical Research ◽

10.1177/1747519820911278 ◽

2020 ◽

Vol 44 (9-10) ◽

pp. 543-550

Author(s):

Xiaoyu Wu ◽

Feng Xu ◽

Zhenzhen Yang ◽

Zhonglu Ke ◽

Lei Shi ◽

...

Keyword(s):

Molecular Docking ◽

Antitumor Activity ◽

Tumor Cells ◽

Elemental Analysis ◽

Biological Evaluation ◽

Significant Inhibition ◽

Antitumor Activities ◽

H Nmr ◽

C Nmr

A series of ((4-([1,2,4]triazolo[4,3- b][1,2,4,5] methyl) benzo-hydrazide derivatives was designed, synthesized, and evaluated for their inhibition activities against five tumor cells and c-Met kinase in vitro. These compounds were fully characterized by 1H NMR, 13C NMR, MS, and elemental analysis. Antitumor experiments indicated that some compounds exhibited significant inhibition activities against A549 and Bewo. Especially, the IC50 values of 5f (12 μM), 5h (7.1 μM), 6a (8.4 μM), and 6d (9.2 μM) demonstrated better antitumor activities against A549 than the positive agent cisplatin (13.3 μM), and the IC50 value of 6a (5.2 μM) exhibited better antitumor activity against Bewo than cisplatin (7.7 μM).

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Lignans from the Whole Plants of Hedyotis uncinella

Natural Product Communications ◽

10.1177/1934578x1601100821 ◽

2016 ◽

Vol 11 (8) ◽

pp. 1934578X1601100

Author(s):

Yaping Pan ◽

Yan Zhang ◽

Chao Fan ◽

Yu Zhang ◽

Shikai Yan ◽

...

Keyword(s):

2D Nmr ◽

Esi Ms ◽

H Nmr ◽

Whole Plants ◽

C Nmr

Two new lignans, named (7R, 8 S)-balanophonin (1) and (7R, 8 S)-tomentosanan A (2), together with eight known lignans, burselignan (3), (+)-isolariciresinol (4), (+)-lyoniresinol (5), 5-methoxy-(+)-isolariciresinol (6), (-)-syringaresinol (7), (+)-epipinoresinol (8), (-)-(7′ S, 8 S, 8′ R)-4,4′-dihydroxy-3, 3′, 5, 5′-tetramethoxy-7, 9-epoxy-lignan-9′-ol-7-one (9), and (-)-(7 R, 8 S)-dihydrodehydrodiconiferyl alcohol (10) were isolated from the whole plants of Hedyotis uncinella Hook. et Arn. Structures of these compounds were elucidated through 1H NMR, 13C NMR, 2D NMR, ESI-MS and CD data.

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