EFSA Compendium of Botanicals

Draft - work in progress

Lapacho (as plant) // Handroanthus impetiginosus (Mart. ex DC.) Mattos // Tabebuia avellanedae Lorentz ex Griseb. // Tabebuia impetiginosa (Mart. ex. DC.) Standl.

Family:: Bignoniaceae
Approval state:: Approved
Number of articles retrieved:: 486
Number of processed references:: 8

Compositions

#1: Lapachol derivative: deoxylapachol (wood) #2: alpha-lapachone (wood) #3: menaquinone-1 (wood) #4: beta-lapachone (wood) #5: alpha-lapachone derivative: dehydro-α-lapachone (wood) #6: Lapachenole (wood) #7: p-hydroxybenzoic acids (wood) #8: Anthraquinones (wood) #9: Lapachol (wood) #10: Lapachol present in sawdust #11: Estragol in bark #12: Eugenol in bark #13: Furfural in bark #14: Lapachol (bark) #15: Furanonaphtoquinones #16: Oxalic acid (bark)

Endpoint Studies

Genotoxicity

#1: Flower extract presented high genotoxic (DNA damage) activity in blood and liver cells of Wistar rats.

Composition #1: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

lapachol (RF-00003898-PAR)
Additional substance description:

Lapachol derivative: deoxylapachol
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Lapachol derivative: deoxylapachol (wood)

Composition #2: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

beta-lapachone (RF-00011322-PAR)
Additional substance description:

alpha-lapachone
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

alpha-lapachone (wood)

Composition #3: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

Naphthoquinones (RF-00010839-PAR)
Additional substance description:

menaquinone-1
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

menaquinone-1 (wood)

Composition #4: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

beta-lapachone (RF-00011322-PAR)
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

beta-lapachone (wood)

Composition #5: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

beta-lapachone (RF-00011322-PAR)
Additional substance description:

alpha-lapachone derivative: dehydro-α-lapachone
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

alpha-lapachone derivative: dehydro-α-lapachone (wood)

Composition #6: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

lapachenole (RF-00003897-PAR)
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Lapachenole (wood)

Composition #7: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

4-Hydroxybenzoic acid (RF-00008325-PAR)
Additional substance description:

p-hydroxybenzoic acids
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

p-hydroxybenzoic acids (wood)

Composition #8: Burnett, Alan R., Thomson, Ronald H. Naturally occurring quinones. X. Quinonoid constituents of Tabebuia avellanedae. journal of the chemical society [section] c: organic, 1967, vol. (21), p. 2100–4. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether, acetone
Substance:

anthraquinones (RF-00004343-PAR)
Additional substance description:

1 -hydroxy-, 1 -methoxy-, 2-methyl-, 2-hydroxymethyl-, and 2-acetoxymethyl-anthraquinone, anthraquinone-2-aldehyde and 2-carboxylic acid, 2-hydroxy-3-methylanthraquinone, tabebuin
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Anthraquinones (wood)

Composition #9: Linardi, M. da Consolacao F., De Oliveira, M. M., Sampaio, M. R. P. Lapachol derivative active against mouse lymphocytic leukemia P-388. journal of medicinal chemistry, 1975, vol. 18, no. 11, p. 1159–61. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Petroleum ether
Substance:

lapachol (RF-00003898-PAR)
Analytical method code:

Nuclear Magnetic Resonance (NMR) (F061A)
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Lapachol (wood)

Composition #10: Pereira, Eliezer Menezes., Machado, Thelma de Barros., Leal, Ivana Correa Ramos., Jesus, Desyree Murta., Damaso, Clarissa Rosa de Almeida., Pinto, Antonio Ventura., Giambiagi-de Marval, Marcia., Kuster, Ricardo Machado., Netto dos Santos, Katia Regina. Tabebuia avellanedae naphthoquinones: activity against methicillin-resistant staphylococcal strains, cytotoxic activity and in vivo dermal irritability analysis. annals of clinical microbiology and antimicrobials, 2006, vol. 5, p. No pp given. .

Language:

English (en)
Plant part:

Wood (as part-nature) (A166P)
Substance:

lapachol (RF-00003898-PAR)
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Lapachol present in sawdust

Composition #11: Park, BS., Lee, KG., Takeoka, GR. Comparison of three sample preparation methods on the recovery of volatiles from taheebo (Tabebuia impetiginosa Martius ex DC) . flavour and fragrance journal, 2004, vol. 19, no. 4, p. 287–292. DOI: 10.1002/ffj.1345. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

steam distillation, dichloromethane, water
Substance:

Estragole (RF-00003806-PAR)
Analytical method code:

GC-MS (F046A)
Analytical method - additional description:

GC and GC–MS
Result unit:

Microgram/gram (G049A)
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Numerical Value (VAL)
Value (concentration, content):

0.32-8.02
Internal remarks:

Estragol in bark

Composition #12: Park, BS., Lee, KG., Takeoka, GR. Comparison of three sample preparation methods on the recovery of volatiles from taheebo (Tabebuia impetiginosa Martius ex DC) . flavour and fragrance journal, 2004, vol. 19, no. 4, p. 287–292. DOI: 10.1002/ffj.1345. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

steam distillation, dichloromethane, water
Substance:

Eugenol (RF-00003807-PAR)
Analytical method code:

GC-MS (F046A)
Analytical method - additional description:

GC and GC–MS
Result unit:

Microgram/gram (G049A)
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Numerical Value (VAL)
Value (concentration, content):

0.15-4.15
Internal remarks:

Eugenol in bark

Composition #13: Park, BS., Lee, KG., Takeoka, GR. Comparison of three sample preparation methods on the recovery of volatiles from taheebo (Tabebuia impetiginosa Martius ex DC) . flavour and fragrance journal, 2004, vol. 19, no. 4, p. 287–292. DOI: 10.1002/ffj.1345. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

steam distillation, dichloromethane, water
Substance:

Furfural (RF-1009-001-PPP)
Analytical method code:

GC-MS (F046A)
Analytical method - additional description:

GC and GC–MS
Result unit:

Microgram/gram (G049A)
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Numerical Value (VAL)
Value (concentration, content):

0.37-2.15
Internal remarks:

Furfural in bark

Composition #14: Jeon, Ju-Hyun., Lee, Hoi-Seon. Acaricidal Activity of Tabebuia impetiginosa Bark-Derived Constituent against Domestic and Spider Mites (Arachnida: Acari) . journal of the korean society for applied biological chemistry, 2011, vol. 54, no. 4, p. 551–557. DOI: 10.3839/jksabc.2011.084. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

Methanol, chloroform
Substance:

Naphthoquinones (RF-00010839-PAR)
Additional substance description:

2-hydroxy-3-(3-methyl-2-butenyl)-1,4-naphthoquinone
Analytical method code:

Standard Chromatographic tests (paper- thin layer- and column chromatography) (F016A)
Analytical method - additional description:

silica gel CC, TLC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Lapachol (bark)

Composition #15: Zhang, Li., Tatsuno, Takanori., Hasegawa, Isao., Tadano, Takeshi., Ohta, Tomihisa. Furanonaphthoquinones from Tabebuia avellanedae induce cell cycle arrest and apoptosis in the human non-small cell lung cancer cell line A549 . phytochemistry letters, 2015, vol. 11, p. 9–17. DOI: 10.1016/j.phytol.2014.09.013. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Extraction/Preparation method:

Solvent extraction (A0BZR)
Additional extraction description:

water
Substance:

furanonaphthoquinone I (RF-00004595-PAR)
Additional substance description:

2-(1,2-Dihydroxy-1-methyl-ethyl)-5-hydroxy-naphtho[2,3- b]furan-4,9-dione
Analytical method code:

Colorimetry, Spectroscopy (Spectrometry) and Photometry (F008A)
Analytical method - additional description:

C and H NMR, IR, HMBC
Yes/No Qualitative:

Positive/Present (POS)
Result type:

Qualitative Value (Binary) (BIN)
Internal remarks:

Furanonaphtoquinones

Composition #16: Pires, Tania C. S. P., Dias, Maria Ines., Calhelha, Ricardo C., Carvalho, Ana Maria., Queiroz, Maria-Joao R. P., Barros, Lillian., Ferreira, Isabel C. F. R. Bioactive Properties of Tabebuia impetiginosa-Based Phytopreparations and Phytoformulations: A Comparison between Extracts and Dietary Supplements . molecules, 2015, vol. 20, no. 12, p. 22863–22871. DOI: 10.3390/molecules201219885. [DOI link]

Language:

English (en)
Plant part:

Bark (as part-nature) (A066X)
Substance:

oxalic acid (RF-00000356-NTR)
Analytical method code:

HPLC with standard detection methods (F019A)
Analytical method - additional description:

UFLC
Result unit:

Gram/100 gram (G013A)
Result expression:

Dry matter (B002A)
Result type:

Numerical Value (VAL)
Value (concentration, content):

0.21
Internal remarks:

Oxalic acid (bark)

Genotox #1: Lemos, Odilon A., Sanches, Julio C. M., Silva, Icaro E. F., Silva, Marcio L. A., Vinholis, Adriana H. C., Felix, Mireille A. P., Santos, Raquel A., Cecchi, Andrea O. Genotoxic effects of Tabebuia impetiginosa (Mart. Ex DC.) Standl. (Lamiales, Bignoniaceae) extract in Wistar rats . genetics and molecular biology, 2012, vol. 35, no. 2, p. 498–502. .

Study category:

Genotoxicity
Type of toxicological test:

single cell gel/comet assay in mammalian cells for detection of DNA damage (CHD040TT)
Method type:

in vivo
Tested organism:

Rat (as animal) (A0CNV)
Strain of test organism:

Wistar (CHD013ST)
Sex:

Male
Route of exposure:

ORAL: GAVAGE (OECD2231PL)
Exposure duration for in vivo:

1.0
Unit of exposure duration:

Day (G134A)
Number of organisms dosed:

30
Control groups used:

yes, concurrent vehicle
Endpoint measured:

DNA damage and/or repair
Is genotoxic:

Positive
Remarks on genotox study:

Flower extract presented high genotoxic (DNA damage) activity in blood and liver cells of Wistar rats.
Internal remarks:

Flower extract presented high genotoxic (DNA damage) activity in blood and liver cells of Wistar rats.
Internal ID:

WOS:000305580300017