Compounds > dicerandrol a
Page last updated: 2024-11-12

dicerandrol a

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

Description

dicerandrol A: antibiotic and cytotoxic dimer produced by the fungus Phomopsis longicolla isolated from an endangered mint Dicerandra frutescens (Labiatae); structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

dicerandrol A : A biaryl that is 5,5',7,7',9,9',10a,10a'-octahydro-6H,6'H-2,2'-bixanthene substituted by acetoxy groups at C-5 and C-5', hydroxy groups at C-1, C-1', C-8 and C-8', hydroxymethyl groups at C-10a and C-10a', methyl groups at C-6 and C-6' and oxo groups at C-9 and C-9' respectively. A dimeric tetrahydroxanthone derivative isolated from Phomopsis longicolla, it exhibits antibacterial and cytotoxic activities. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

FloraRankFlora DefinitionFamilyFamily Definition
Dicerandragenus[no description available]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]
Dicerandra frutescensspecies[no description available]LamiaceaeThe mint plant family. They are characteristically aromatic, and many of them are cultivated for their oils. Most have square stems, opposite leaves, and two-lipped, open-mouthed, tubular corollas (united petals), with five-lobed, bell-like calyxes (united sepals).[MeSH]

Cross-References

ID SourceID
PubMed CID10258888
CHEMBL ID460126
CHEBI ID65764
MeSH IDM0400901

Synonyms (6)

Synonym
dicerandrol a
chebi:65764 ,
CHEMBL460126
(5r,5'r,6r,6'r,10ar,10a'r)-1,1',8,8'-tetrahydroxy-10a,10a'-bis(hydroxymethyl)-6,6'-dimethyl-9,9'-dioxo-5,5',7,7',9,9',10a,10a'-octahydro-6h,6'h-2,2'-bixanthene-5,5'-diyldiacetate
[(3r,4r,4ar)-7-[(5r,6r,10ar)-5-acetyloxy-1,9-dihydroxy-10a-(hydroxymethyl)-6-methyl-8-oxo-6,7-dihydro-5h-xanthen-2-yl]-8,9-dihydroxy-4a-(hydroxymethyl)-3-methyl-1-oxo-3,4-dihydro-2h-xanthen-4-yl] acetate
Q27134250
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (35)

Assay IDTitleYearJournalArticle
AID664143Cytotoxicity against human L363 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664132Cytotoxicity against human OCILY17R cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID357304Antifungal activity against Saccharomyces cerevisiae at 300 ug/disk2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID357299Antibacterial activity against Bacillus subtilis at 100 ug/disk after overnight incubation by agar diffusion method2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID664146Cytotoxicity against human OCILY17R cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664145Cytotoxicity against human MM1S cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID357306Cytotoxicity against human HCT116 cells after 72 hrs2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID664125Cytotoxicity against human NCI-H292 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664139Cytotoxicity against human NCI-H292 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664136Cytotoxicity against human RPMI8226 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664129Cytotoxicity against human L363 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664149Cytotoxicity against human PC3 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664134Cytotoxicity against human OPM2 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID357300Antibacterial activity against Staphylococcus aureus at 100 ug/disk after overnight incubation by agar diffusion method2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID664126Cytotoxicity against human HT cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664144Cytotoxicity against human MDA-MB-231 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID357303Antifungal activity against Geotrichum candidum at 300 ug/disk2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID664123Cytotoxicity against human 8226/DOX40 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664130Cytotoxicity against human MDA-MB-231 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664140Cytotoxicity against human HT cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664137Cytotoxicity against human 8226/DOX40 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664133Cytotoxicity against human OCI-My5 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664147Cytotoxicity against human OCI-My5 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664124Cytotoxicity against human Farage cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664150Cytotoxicity against human RPMI8226 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664141Cytotoxicity against human KMS34 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664142Cytotoxicity against human KU-812F cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664128Cytotoxicity against human KU-812F cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID357305Cytotoxicity against human A549 cells after 72 hrs2001Journal of natural products, Aug, Volume: 64, Issue:8
Dicerandrols, new antibiotic and cytotoxic dimers produced by the fungus Phomopsis longicolla isolated from an endangered mint.
AID664131Cytotoxicity against human MM1S cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664138Cytotoxicity against human Farage cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664148Cytotoxicity against human OPM2 cells after 48 hrs by luminometric analysis in presence of HS5 bone marrow stromal cells2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID1520339Cytotoxicity against human HCT116 cells after 48 hrs by MTT assay2019European journal of medicinal chemistry, Mar-15, Volume: 166All that glitters is not gold: Panning cytotoxic natural products and derivatives with a fused tricyclic backbone by the estimation of their leadlikeness for cancer treatment.
AID664135Cytotoxicity against human PC3 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
AID664127Cytotoxicity against human KMS34 cells after 48 hrs by luminometric analysis2012Journal of natural products, Apr-27, Volume: 75, Issue:4
Inhibition of tumor cells interacting with stromal cells by xanthones isolated from a Costa Rican Penicillium sp.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (40.00)29.6817
2010's3 (60.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.84

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.84 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index4.63 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.84)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
quinacrine
Quinacrine: An acridine derivative formerly widely used as an antimalarial but superseded by chloroquine in recent years. It has also been used as an anthelmintic and in the treatment of giardiasis and malignant effusions. It is used in cell biological experiments as an inhibitor of phospholipase A2.. quinacrine : A member of the class of acridines that is acridine substituted by a chloro group at position 6, a methoxy group at position 2 and a [5-(diethylamino)pentan-2-yl]nitrilo group at position 9.		3.3110acridines;
aromatic ether;
organochlorine compound;
tertiary amino compound		antimalarial;
EC 1.8.1.12 (trypanothione-disulfide reductase) inhibitor
mitoxantrone
Mitoxantrone: An anthracenedione-derived antineoplastic agent.. mitoxantrone : A dihydroxyanthraquinone that is 1,4-dihydroxy-9,10-anthraquinone which is substituted by 6-hydroxy-1,4-diazahexyl groups at positions 5 and 8.		3.3110dihydroxyanthraquinoneanalgesic;
antineoplastic agent
phenazine
[no description available]		3.3110azaarene;
heteranthrene;
mancude organic heterotricyclic parent;
phenazines;
polycyclic heteroarene
uridine
[no description available]		2.0410uridinesdrug metabolite;
fundamental metabolite;
human metabolite
xanthenes
Xanthenes: Compounds with three aromatic rings in linear arrangement with an OXYGEN in the center ring.		210xanthene
framycetin
Framycetin: A component of NEOMYCIN that is produced by Streptomyces fradiae. On hydrolysis it yields neamine and neobiosamine B. (From Merck Index, 11th ed). framycetin : A tetracyclic antibacterial agent derived from neomycin, being a glycoside ester of neamine and neobiosamine B.		210aminoglycosideallergen;
antibacterial drug;
Escherichia coli metabolite
etoposide
[no description available]		210beta-D-glucoside;
furonaphthodioxole;
organic heterotetracyclic compound		antineoplastic agent;
DNA synthesis inhibitor
1,10-phenanthroline-5,6-dione
1,10-phenanthroline-5,6-dione: has antineoplastic, intercalating, and trypanocidal activities; structure given in first source		3.3110
sugiol
sugiol: diterpene with anti-inflammatory activity from Calocedrus formosana bark; structure in first source. sugiol : An abietane diterpenoid that is ferruginol in which the methylene group para to the phenolic hydroxy group has been substituted by an oxo group.		3.3110abietane diterpenoid;
carbotricyclic compound;
cyclic terpene ketone;
meroterpenoid;
phenols		antineoplastic agent;
antioxidant;
antiviral agent;
plant metabolite;
radical scavenger
dactylariol
dactylariol: structure		3.3110
secalonic acid
secalonic acid: consists of 4 acids (A,C,D,E) differing only in their stereochemistry; RN given is for parent cpd; structure		210
N-ethylharmine
N-ethylharmine : A member of the class of beta-carbolines that is 9H-beta-carboline substituted by a ethyl group at position 9, methoxy group at position 7 and a methyl group at position 1. It is semisynthetic derivative of harmine and has been shown to exhibit significant anti-HIV activity.		3.3110aromatic ether;
beta-carbolines;
semisynthetic derivative		anti-HIV agent
7-hydroxy-2-methoxy-1,4-phenanthrenedione
7-hydroxy-2-methoxy-1,4-phenanthrenedione: structure in first source; from Dendrobium densiflorum		3.3110
6,7-dehydroroyleanone
6,7-dehydroroyleanone: diterpene abietane quinone isolated from Salvia moorcraftiana or Lepechinia bullata (both Lamiaceae); Rn given from CA Index Guide; RN not in Chemline 12/84; structure given in first source		3.3110
gartanin
gartanin : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3, 5 and 8 and prenyl groups at positions 2 and 4.		3.3110polyphenol;
xanthones		antineoplastic agent;
plant metabolite
gentisein
gentisein: isolated from the methanol extract of the herb of Hypericum annulatum; structure in first source. gentisein : A member of the class of xanthones that is 9H-xanthen-9-one substituted by hydroxy groups at positions 1, 3 and 7.		3.3110polyphenol;
xanthones		plant metabolite
mangostin
mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.		3.3110aromatic ether;
phenols;
xanthones		antimicrobial agent;
antineoplastic agent;
antioxidant;
plant metabolite
1,3,5,6-tetrahydroxyxanthone
1,3,5,6-tetrahydroxyxanthone: from roots of Cudrania cochinchinensis		3.3110
1,3-dihydroxy-xanthone
[no description available]		3.3110
1,6-dihydroxyxanthone
1,6-dihydroxyxanthone: structure in first source		3.3110
beta-Mangostin
[no description available]		3.3110xanthones
3,4,5,6-tetrahydroxyxanthone
[no description available]		3.3110
phomoxanthone a
phomoxanthone A: xanthone dimer from the endophytic fungus Phomopsis species; structure in first source. phomoxanthone A : A member of the class of xanthones that is a dimer isolated from Phomopsis. It exhibits cytotoxic, antimalarial and antitubercular activities.		2.0810
marcanine a
marcanine A: from autosensitized photooxidation of kalasinamide from stem of Polyalthia suberosa; also isolated from Goniothalamus and Annona sp.; has antimalarial and anti-HIV activity; structure in first source		3.3110
nystatin a1
Nystatin: Macrolide antifungal antibiotic complex produced by Streptomyces noursei, S. aureus, and other Streptomyces species. The biologically active components of the complex are nystatin A1, A2, and A3.. nystatin : A heterogeneous mixture of polyene compounds produced by cultures of Streptomyces noursei. It mainly consists of three biologically active components designated nystatin A1, nystatin A2, and nystatin A3. It is used to treat oral and dermal fungal infections.. nystatin A1 : A polyene macrolide antibiotic; part of the nystatin complex produced by several Streptomyces species. It is an antifungal antibiotic used for the treatment of topical fungal infections caused by a broad spectrum of fungal pathogens comprising yeast-like and filamentous species.		210nystatins
dehydroabietinol
dehydroabietinol: Isolated from Hyptis suaveolens; structure in first source		3.3110abietane diterpenoid;
carbotricyclic compound
4-deoxybostrycin
4-deoxybostrycin: crystalline red pigment from culture filtrate of Alternaria eichhorniae with antibacterial & phytotoxic activity; structure given in first source		3.3110
ConditionIndicatedRelationship StrengthStudiesTrials
Cancer of Colon
[description not available]		0210
Cancer of Lung
[description not available]		0210
Colonic Neoplasms
Tumors or cancer of the COLON.		0210
Lung Neoplasms
Tumors or cancer of the LUNG.		0210