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1. (Article ID: 12049)
Cambier V, Hance T, de Hoffmann E
Variation of DIMBOA and related compounds content in relation to the age and plant organ in maize
Phytochemistry 53(2) (2000)
223-229
We report the variation of all 1,4-benzoxazin-3-one derivatives content detectable in maize with plant age in roots and aerial parts. Our results show that the concentration of hydroxamic acids, 2,4-dihydroxy-7-methoxy-1,4-benzoxazin-3-one glucoside (DIMBOA-Glc) and its 8-methoxylated analogue (DIM2BOA-Glc) is high after seed germination and then decreases with plant age. Nevertheless, these compounds continue to be biosynthesised during 6-10 days after germination. Variation in concentration of N-O-methylated DIMBOA-Glc (HDMBOA-Glc) is similar to the one of hydroxamic acids in aerial parts. On the contrary, in roots, its concentration remains relatively stable with plant age. After 10 days, HDMBOA-Glc becomes the main compound in roots. This compound is also present in higher concentration than hydroxamic acids in the oldest leaf of 20-day-old maize. The presence of four other DIMBOA related compounds in maize plants depends on variety, age and tissue. The role of these compounds in plant resistance to aphids is discussed.
1, maize, hydroxamic acids, Poaceae, DIMBOA, 4-benzoxazin-3-one, plant resistance
NCBI PubMed ID: 10680175Publication DOI: 10.1016/s0031-9422(99)00498-7Journal NLM ID: 0151434Publisher: Elsevier
Correspondence: cambier

cico.ucl.ac.be
Institutions: Unité d'Ecologie et de Biogéographie, Louvain-la-Neuve, Belgium, Unité de Spectrométrie de masse, Louvain-la-Neuve, Belgium
Methods: UV, extraction, evaporation, centrifugation, HPLC-APCI-MS
The publication contains the following compound(s):
- Compound ID: 31373
|
b-D-Glcp-(1-2)-Subst
Subst = 2,4-dihydroxy-1,4-benzoxazine-3(4H)-one = SMILES O=C1N({4}O)C2=CC=CC=C2O{2}C1O |
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Structure type: monomer
Trivial name: DIBOA glucoside
Compound class: glycoside
- Compound ID: 31374
|
b-D-Glcp-(1-2)-Subst7Me
Subst = 2,4,7-trihydroxy-1,4-benzoxazine-3(4H)-one = SMILES O{7}C1=CC2=C(C=C1)N(C(=O){2}C(O2)O){4}O |
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Structure type: monomer
Trivial name: DIMBOA glucoside
Compound class: glycoside
- Compound ID: 31375
|
b-D-Glcp-(1-2)-Subst7Me8Me
Subst = 2,4,7-trihydroxy-1,4-benzoxazine-3(4H)-one = SMILES O{7}C1={8}C(O)C2=C(C=C1)N(C(=O){2}C(O2)O){4}O |
Show graphically |
Structure type: monomer
Trivial name: DIM2BOA glucoside
Compound class: glycoside
- Compound ID: 31376
|
b-D-Glcp-(1-2)-Subst7Me
Subst = 2,7-dihydroxy-1,4-benzoxazine-3(2H)-one = SMILES O{7}C1=CC2=C(C=C1)NC(=O){2}C(O2)O |
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Structure type: monomer
Trivial name: HMBOA glucoside
Compound class: glycoside
- Compound ID: 31377
|
b-D-Glcp-(1-2)-Subst7Me8Me
Subst = 2,7-dihydroxy-1,4-benzoxazine-3(2H)-one = SMILES O{7}C1={8}C(O)C2=C(C=C1)NC(=O){2}C(O2)O |
Show graphically |
Structure type: monomer
Trivial name: HM2BOA glucoside
Compound class: glycoside
- Compound ID: 31378
|
b-D-Glcp-(1-2)-Subst4Me7Me
Subst = 2,4,7-trihydroxy-1,4-benzoxazine-3(4H)-one = SMILES O{7}C1=CC2=C(C=C1)N(C(=O){2}C(O2)O){4}O |
Show graphically |
Structure type: monomer
Trivial name: HDMBOA glucoside
Compound class: glycoside
- Compound ID: 31379
|
b-D-Glcp-(1-2)-Subst4Me7Me8Me
Subst = 2,4,7-trihydroxy-1,4-benzoxazine-3(4H)-one = SMILES O{7}C1={8}C(O)C2=C(C=C1)N(C(=O){2}C(O2)O){4}O |
Show graphically |
Structure type: monomer
Trivial name: HDM2BOA glucoside
Compound class: glycoside
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2. (Article ID: 12437)
Mahmoud NN, Carothers AM, Grunberger D, Bilinski RT, Churchill MR, Martucci C, Newmark HL, Bertagnolli MM
Plant phenolics decrease intestinal tumors in an animal model of familial adenomatous polyposis
Carcinogenesis 21(5) (2000)
921-927
Epidemiological studies consistently indicate that consumption of fruits and vegetables lowers cancer risk in humans and suggest that certain dietary constituents may be effective in preventing colon cancer. Plant-derived phenolic compounds manifest many beneficial effects and can potentially inhibit several stages of carcinogenesis in vivo. In this study, we investigated the efficacy of several plant-derived phenolics, including caffeic acid phenethyl ester (CAPE), curcumin, quercetin and rutin, for the prevention of tumors in C57BL/6J-Min/+ (Min/+) mice. These animals bear a germline mutation in the Apc gene and spontaneously develop numerous intestinal adenomas by 15 weeks of age. At a dietary level of 0.15%, CAPE decreased tumor formation in Min/+ mice by 63%. Curcumin induced a similar tumor inhibition. Quercetin and rutin, however, both failed to alter tumor formation at dietary levels of 2%. Examination of intestinal tissue from the treated animals showed that tumor prevention by CAPE and curcumin was associated with increased enterocyte apoptosis and proliferation. CAPE and curcumin also decreased expression of the oncoprotein beta-catenin in the enterocytes of the Min/+ mouse, an observation previously associated with an antitumor effect. These data place the plant phenolics CAPE and curcumin among a growing list of anti-inflammatory agents that suppress Apc-associated intestinal carcinogenesis.
anticancer activity, phenolics, natural compounds, adenomatous polyposis
NCBI PubMed ID: 10783313Publication DOI: 10.1093/carcin/21.5.921Journal NLM ID: 8008055Publisher: Oxford: Irl Press At Oxford University Press
Correspondence: mbertagnolli

partners.org
Institutions: The New York Hospital-Cornell Medical Center, New York, USA, College of Physicians and Surgeons, Columbia–Presbyterian Cancer Center and School of Public Health, Columbia University, New York, USA, The Strang Cancer Prevention Center, New York, USA, Rutgers University Laboratory for Cancer Research, Piscataway, USA
Methods: biological assays
The publication contains the following compound(s):
- Compound ID: 20822
Structure type: oligomer
C27H30O16
Trivial name: rutin, rutoside, rutin, quercetin rutinoside, rutoside, quercetin 3-O-rutinose, quercetin-3-O-rutinoside, quercetin 3-O-rutinoside
Compound class: saponin glycoside, glycoside, flavonoid glycoside, flavonol glycoside, flavone glycoside
Reference(s) to other database(s): CCSD:
50720, CBank-STR:3399
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