genkwadaphnin

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth

Description

genkwadaphnin: from Daphne genkwa; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Flora	Rank	Flora Definition	Family	Family Definition
Daphne	genus	A plant genus of the family THYMELAEACEAE. They are evergreen shrubs much cultivated in garden borders and rock gardens in mild climates. Members contain mezerein, flavonoids, and COUMARINS such as daphnetin and daphnin.[MeSH]	Thymelaeaceae	A plant family of the order Myrtales, subclass Rosidae, class Magnoliopsida. They are mainly trees and shrubs. Many members contain mucilage and COUMARINS.[MeSH]

Cross-References

ID Source	ID
PubMed CID	124210
MeSH ID	M0110950

Synonyms (9)

Synonym
brn 1675425
12-beta-(benzoyloxy)daphnetoxin
daphnetoxin, 12-(benzoyloxy)-, (12beta)-
daphnetoxin, 12-(benzoyloxy)-, (12-beta)-
genkwadaphnin
55073-32-0
DTXSID10970422
5,5a-dihydroxy-4a-(hydroxymethyl)-7,9-dimethyl-6-oxo-2-phenyl-10a-(prop-1-en-2-yl)-3a,3c,4a,5,5a,6,8a,9,10,10a-decahydro-2h,3bh-2,8b-epoxyoxireno[6,7]azuleno[5,4-e][1,3]benzodioxol-10-yl benzoate
[(1r,2r,6s,7s,8r,10s,11s,12r,14r,16s,17r,18r)-6,7-dihydroxy-8-(hydroxymethyl)-4,18-dimethyl-5-oxo-14-phenyl-16-prop-1-en-2-yl-9,13,15,19-tetraoxahexacyclo[12.4.1.01,11.02,6.08,10.012,16]nonadec-3-en-17-yl] benzoate

Research Excerpts

Overview

Genkwadaphnin is a daphnane diterpene ester molecule isolated from the flower buds of Daphne genkwa.

Excerpt	Reference	Relevance
"Genkwadaphnin (GD) is a daphnane diterpene isolated from the flower buds of Daphne genkwa Siebold et Zuccarini (Thymelaeaceae)."	( Genkwadaphnin inhibits growth and invasion in hepatocellular carcinoma by blocking DHCR24-mediated cholesterol biosynthesis and lipid rafts formation. Cui, W; Guo, L; Li, F; Qiu, X; Ren, Y; Song, S; Wu, J, 2020)	2.72
"Genkwadaphnin is a daphnane diterpene ester molecule isolated from the flower buds of Daphne genkwa. "	( Genkwadaphnin induces reactive oxygen species (ROS)-mediated apoptosis of squamous cell carcinoma (SCC) cells. Choi, DK; Kim, CD; Kim, JW; Kim, SJ; Lee, JH; Li, XM; Li, ZJ; Piao, YJ; Sohn, KC, 2014)	3.29

Treatment

Genkwadaphnin treatment increased phosphorylation of c-Jun N-terminal kinase. ATDC5 cells also stained more intensely with Alcian blue than control cells. This suggests greater synthesis of matrix proteoglycans in the former.

Excerpt	Reference	Relevance
"Genkwadaphnin treatment increased phosphorylation of c-Jun N-terminal kinase (JNK) and p38 mitogen-activated protein kinase (MAPK)."	( Genkwadaphnin induces reactive oxygen species (ROS)-mediated apoptosis of squamous cell carcinoma (SCC) cells. Choi, DK; Kim, CD; Kim, JW; Kim, SJ; Lee, JH; Li, XM; Li, ZJ; Piao, YJ; Sohn, KC, 2014)	2.57
"Genkwadaphnin treated ATDC5 cells also stained more intensely with Alcian blue than control cells, suggesting greater synthesis of matrix proteoglycans in the former."	( Stimulation of chondrogenesis in ATDC5 chondroprogenitor cells and hypertrophy in mouse by Genkwadaphnin. Choi, HJ; Lee, HK; Nepal, M; Oh, SR; Park, YR; Soh, Y, 2011)	1.31

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	3 (25.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	2 (16.67)	29.6817
2010's	6 (50.00)	24.3611
2020's	1 (8.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	12 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
acetic acid Acetic Acid: Product of the oxidation of ethanol and of the destructive distillation of wood. It is used locally, occasionally internally, as a counterirritant and also as a reagent. (Stedman, 26th ed). acetic acid : A simple monocarboxylic acid containing two carbons.	2.17	1	monocarboxylic acid	antimicrobial food preservative; Daphnia magna metabolite; food acidity regulator; protic solvent
ethyl acetate ethyl acetate : The acetate ester formed between acetic acid and ethanol.	2	1	acetate ester; ethyl ester; volatile organic compound	EC 3.4.19.3 (pyroglutamyl-peptidase I) inhibitor; metabolite; polar aprotic solvent; Saccharomyces cerevisiae metabolite
emetine Emetine: The principal alkaloid of ipecac, from the ground roots of Uragoga (or Cephaelis) ipecacuanha or U. acuminata, of the Rubiaceae. It is used as an amebicide in many different preparations and may cause serious cardiac, hepatic, or renal damage and violent diarrhea and vomiting. Emetine inhibits protein synthesis in EUKARYOTIC CELLS but not PROKARYOTIC CELLS.. emetine : A pyridoisoquinoline comprising emetam having methoxy substituents at the 6'-, 7'-, 10- and 11-positions. It is an antiprotozoal agent and emetic. It inhibits SARS-CoV2, Zika and Ebola virus replication and displays antimalarial, antineoplastic and antiamoebic properties.	1.96	1	isoquinoline alkaloid; pyridoisoquinoline	antiamoebic agent; anticoronaviral agent; antiinfective agent; antimalarial; antineoplastic agent; antiprotozoal drug; antiviral agent; autophagy inhibitor; emetic; expectorant; plant metabolite; protein synthesis inhibitor
phenyl acetate phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.	2	1	benzenes; phenyl acetates
matairesinol matairesinol: lignan that is a central precursor in plants in the biosynthesis of numerous lignans (coordinate with specific); RN refers to (3R-trans)-isomer. (-)-matairesinol : A lignan that is gamma-butyrolactone in which the 3 and 4 positions are substituted by 4-hydroxy-3-methoxybenzyl groups (the 3R,4R-diastereomer).	2	1	gamma-lactone; lignan; polyphenol	angiogenesis inhibitor; anti-asthmatic agent; phytoestrogen; plant metabolite
eudesmin eudesmin: RN refers to (1R-(1alpha,3aalpha,4alpha,6aalpha))-isomer; structure given in first source; very similar to pinoresinol	2	1
nortrachelogenin nortrachelogenin: pharmacologically active lignan from Wikstroemia indica; RN & N1 from 9th CI; RN refers to (3S-cis)-isomer; structure in first source	2	1	lignan
puromycin [no description available]	1.96	1	puromycins	antiinfective agent; antimicrobial agent; antineoplastic agent; EC 3.4.11.14 (cytosol alanyl aminopeptidase) inhibitor; EC 3.4.14.2 (dipeptidyl-peptidase II) inhibitor; nucleoside antibiotic; protein synthesis inhibitor
lignans Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)	2	1
apigenin Chamomile: Common name for several daisy-like plants (MATRICARIA; TRIPLEUROSPERMUM; ANTHEMIS; CHAMAEMELUM) native to Europe and Western Asia, now naturalized in the United States and Australia.	2.17	1	trihydroxyflavone	antineoplastic agent; metabolite
daphnetin [no description available]	2	1	hydroxycoumarin
genkwanin genkwanin: structure. genkwanin : A monomethoxyflavone that is apigenin in which the hydroxy group at position 7 is methylated.	2.17	1	dihydroxyflavone; monomethoxyflavone	metabolite
hydroxygenkwanin hydroxygenkwanin: isolated from leaves of Daphne genkwa	2.17	1	ether; flavonoids
yuanhuacin [no description available]	2.91	4

Condition	Relationship Strength	Studies
Hepatocellular Carcinoma [description not available]	7.25	1
Cancer of Liver [description not available]	2.25	1
Invasiveness, Neoplasm [description not available]	2.25	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.25	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.25	1
Carcinoma, Epidermoid [description not available]	2.1	1
Cancer of Skin [description not available]	2.1	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	2.1	1
Skin Neoplasms Tumors or cancer of the SKIN.	2.1	1
Germinoblastoma [description not available]	2.1	1
Lymphoma A general term for various neoplastic diseases of the lymphoid tissue.	2.1	1
Cancer of Colon [description not available]	2.13	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.13	1
Leucocythaemia [description not available]	2.13	1
Leukemia A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)	2.13	1
Bone Diseases Diseases of BONES.	2.06	1
Hypertrophy General increase in bulk of a part or organ due to CELL ENLARGEMENT and accumulation of FLUIDS AND SECRETIONS, not due to tumor formation, nor to an increase in the number of cells (HYPERPLASIA).	7.06	1
Carcinoma, Lewis Lung A carcinoma discovered by Dr. Margaret R. Lewis of the Wistar Institute in 1951. This tumor originated spontaneously as a carcinoma of the lung of a C57BL mouse. The tumor does not appear to be grossly hemorrhagic and the majority of the tumor tissue is a semifirm homogeneous mass. (From Cancer Chemother Rep 2 1972 Nov;(3)1:325) It is also called 3LL and LLC and is used as a transplantable malignancy.	2.03	1
Cancer of Lung [description not available]	2.03	1
Lung Neoplasms Tumors or cancer of the LUNG.	2.03	1
Leukemia P388 An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.	2.65	3
Experimental Leukemia [description not available]	2.65	3
Leukemia L 1210 [description not available]	1.96	1

chemdatabank.com