• Title/Summary/Keyword: Coumarin derivatives

Search Result 60, Processing Time 0.025 seconds

Efficient Synthesis of Novel 3-Substituted Coumarin-3-carboxamide

  • Sheikhhosseini, Enayatollah;Balalaie, Saeed;Bigdeli, Mohammad Ali;Habibi, Azizollah;Moghaddam, Hamed Piri
    • Journal of the Korean Chemical Society
    • /
    • v.58 no.2
    • /
    • pp.186-192
    • /
    • 2014
  • A series of novel pseudopeptides contained coumarin skeleton were synthesized through the Ugi-four-component reaction. The 3-substituted coumarin-3-carboxamides were formed through reaction of benzaldehyde derivatives, anilines, coumarin-3-carboxylic acid and isocyanides with high yields and high bond-forming efficiency at room temperature. These novel amidated coumarins exhibit brilliant fluorescence in range of 535-547 nm in chloroform.

A Novel Synthesis of Heterocyclic Compounds Containing Coumarin Moiety of Potential Antimicrobial Activity

  • El-Fattah, M. E. Abd
    • Archives of Pharmacal Research
    • /
    • v.21 no.6
    • /
    • pp.723-728
    • /
    • 1998
  • The chemical behaviours of 4-methyl-2-oxo-2H-benzopyran-7-yl oxoacetyl hydrazine (2) towards some different reagents such as anhydride compounds, aromatic aldehydes, carb on disulphide, and nitrous acid yielded the corresponding pathalazine derivatives (3, 4, 5), hydrazone derivative (6), 1,3,4-oxadiazole derivative (7, 8, 9) and acid azide (10) respectively. Treatmen of 10 with absolute alcohols, amines and ethyl amino acid ester gave the corresponding carbamate derivative (11), substituted urea derivative (12) and ethyl substituted alkyl acetate (13) respectively. The biological activity of some synthesized compounds was evaluated.

  • PDF

Studies on the components of Umbelliferous plants in Korea (VI) Chemical components of the roots of Angelica gigas $N_AKAI$. (한국산산형식물의 성분연구 VI 참당귀근의 Coumarin 및 당성분)

  • 지형준
    • YAKHAK HOEJI
    • /
    • v.13 no.1
    • /
    • pp.47-50
    • /
    • 1969
  • The ether extract of Dang-Gui, the dried root of Angelica gigas N$_{AKAI}$, was placed into a column with aluminium oxide gel. The elution of it with a mixture of n-hexane and ethyl acetate afforded Nodakenetin (I) and the elution with a mixture of n-hexane, ethyl acetate, acetone and methyl alcohol yielded Umbelliferon (II) and Nodakenin (III). Three coumarin derivatives were identified by comparing with authentic samples. The existence of sucrose and glucose was also proved.

  • PDF

The Reaction of Digitoxin and Digoxin with Cyanoacetic Acid Hydrazide: Synthesis of Coumarin, Thiazole, Thiophene and Pyridine Derivatives with Potential Biological Activities

  • Doss, Senot H.;Wardakhan, Wagnat W.;Louca, Nadia A.
    • Archives of Pharmacal Research
    • /
    • v.24 no.5
    • /
    • pp.377-384
    • /
    • 2001
  • The reaction of either Digitoxin or Digoxin with cyanoacetic acid hydrazide gave the hydrazone derivatives 3a and 3b respectively. The reactivity of the latter products towards chemical reagents was studied to give heterocyclic derivatives with potential biological activities.

  • PDF

Regioselective Synthesis of [1]Benzopyrano [4,3-c]pyrazol-4-(1H)-one and [1]Benzopyrano[3,4-c]pyrazol-4(3H)-one Derivatives

  • Hassaneen, Hamdi M.;Shawali, Ahmad S.;Algharib, Mohammed S.;Elwan, Nehal M.
    • Archives of Pharmacal Research
    • /
    • v.16 no.1
    • /
    • pp.75-77
    • /
    • 1993
  • The cycloaddition reaction of N-phenyl-C-cinnamonitrilimine 4 to coumarin leads to the for-mation of 3-styrylbenzopyrano[4,3-c]pyrazole derivative 6, whereas 3-phenylsulfonylcoumarin 9 or 3-bromocoumain 10 or 3-cyanocoumarin 11 gives 1-styrylbenzopyrano[3,4]pyrazole derivative 7. Also, the cycloaddition of 4 to 3-acetylocoumarin 15 and 3-benzoylocumain 16 gives the corresponding dihydropyrano[3,4-c]pyrazole adducts 17 and 18 respectively. Oxidation of 17 and 18 gives 7.

  • PDF

Promoting Synthesis of Collagen from Angelica dahurica Root (백지의 콜라겐 생성 촉진 물질)

  • Jung, Min-Hwan;Lim, Young-Hee;Lee, Sang-Hwa;Kang, Sang-Jin;Cho, Wan-Goo;Jin, Mu-Hyun
    • Korean Journal of Pharmacognosy
    • /
    • v.35 no.4 s.139
    • /
    • pp.315-319
    • /
    • 2004
  • Three coumarin derivatives, which stimulate collagen biosynthesis in human fibroblasts were isolated from Angelica dahurica root which has been used in traditional medicine for cold, headache, discharging blood and women's diseases. Three coumarin derivatives were identified as 5-benzofuranacrylic acid, $6,7-dihydroxy-4-(3-methyl-2-butenyl)-{\delta}-lactone\;(prangenidin)$, 5-benzofuranacrylic acid, $6,7-dihydroxy-4-methoxy-{\delta}-lactone\;(8-hydroxybergapten)$ and 5-benzofuranacrylic acid, 8-hydroxypsoralen(xanthotoxol) from their spectral data.

Chemical Constituents from the Hydrangea chinensis

  • Khalil, Ashraf-Taha;Chang, Fang-Rong;Lee, Yue-Han;Chen, Chung-Yi;Liaw, Chih-Chuang;Patnam Ramesh;Shyng Shiou F.Yuan;Wu, Yang-Chang
    • Archives of Pharmacal Research
    • /
    • v.26 no.1
    • /
    • pp.15-20
    • /
    • 2003
  • Two quinazolone alkaloids, (+)-febrifugine (1) and isofebrifugine (2), along with three coumarin derivatives, 6-hydroxy coumarin (3), skimmin (5), and $umbelliferone-7-O-{\alpha}-L-rhamnopyranosyl(1{\rightarrow}4)-{\beta}-D-glucopyranoside$ (6), were isolated from the roots of Hydrangea chinensis. Compound 6 is a new compound. In addition, umbelliferone (4), linoleic acid (7), two steroidal glycosides (8, 9), three furfural derivatives (10-12), and butyl-$\beta$-D-fructofuranoside (13) were isolated from the leaves of the same plant. The structures of all isolates were elucidated by spectral methods.

Studies on the Coumarins of the Root of Angelica gigas $N_{AKAI}$ (I) (참당귀근의 coumarin성분에 관한 연구(I))

  • 류경수;육창수
    • YAKHAK HOEJI
    • /
    • v.11 no.3_4
    • /
    • pp.22-26
    • /
    • 1967
  • From the root of Angelica gigas $N_{AKAI}$ (Umbelliferae), known as "Tang Gui" in Korea, substance A (colorless needle crystal, $C_{14}H_{14}O_{4}$, m.p. $178^{\circ}$) and B (white plate crystal, $C_{19}H_{20}O_{5}$, m.p. $111^{\circ}$) were obtained. Acetylation of "A" gave its monoacetate, white needles, $C_{16}H_{16}O_{5}$. Saponification of "B" with 5% sodium hydroxide produced "A" and senecionic acid. Examination using I.R. and N.M.R. spectra shows that "A" is identical with decursinol and that "B" with decursin. The root also appears to contain five coumarin derivatives and two steroidal compounds.

  • PDF

The distribution of $^{14}C$-warfarin and the purification of hepatic microsome induced isozymes with coumarin ($^{14}C$-warfarin의 분포 및 쿠마린 유도체류에 의하여 간에서 유도된 동위효소의 정제)

  • Park, Sung-Woo;Kim, Eun-Ho;Min, Ji-Sook;You, Jae-Hoon;Lee, Hee-Sung;Seo, Bae-Seck;Han, Wan-Soo
    • Analytical Science and Technology
    • /
    • v.5 no.1
    • /
    • pp.83-90
    • /
    • 1992
  • The $^{14}C$-warfarin used as rodenticids was identified from various organs of sprague dawley with scintillation counter. And the cytochrome p-450 which was induced by coumarin derivatives was identified with electrophoresis. The distributions of $^{14}C$-warfarin after $14.8{\mu}Ci/kg$ oral application at each organ was as follows; urine-7.5%, blood-0.44%, feces-0.9%, liver-0.66%, lung-0.86%, kidney-0.8%, heart-0.43% and spreen-0.33% after 24hrs. The cytochrome p-450 was purified by Octyl Sepharose CL-4B hydrophobic chromatography and isozymes were 50.8 Kd in control group, 53.3 Kd and 55.2 Kd in coumarin pretreated group and 50.8 Kd, 54.6 Kd and 57.7 Kd in warfarin pretreated group.

  • PDF