Phenylpropanoids Flashcards

(50 cards)

0
Q

Strengthening material for plant cell wall

A

Lignins

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1
Q

Free and partly esterified in storax, balsam Peru or Tolu, oil of cinnamon and coca leaves

A

Cinnamic acid

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2
Q

Formed by phenolic oxidative coupling of hydroxycinnamyl alcohol monomers brought about by PEROXIDASE ENZYMES

A

Lignins

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3
Q

3 most important alcohol monomers

A

4-hydroxycinnamyl alcohol, coniferyl alcohol, sinapyl alcohol

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4
Q

Plant type which polymerize mainly coniferyl alcohol

A

Gymnosperms

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5
Q

Plant type which polymerize coniferyl and sinapyl alcohol

A

Dicotyledons

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6
Q

Plant type which polymerize all 3 alcohol monomers

A

Monocotyledons

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7
Q

Dimers in which 2 phenylpropane units are coupled at central carbon of side chain

A

Lignans

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8
Q

Dimers of other types of coupling

A

Neolignans

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9
Q

3 pharmaceutically important lignans

A

Podophyllotoxin, enterolactone, enterodiol

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10
Q

Aryltetralin lactone derived from coniferyl alcohol via dibenzylbutyrolactones: matairesinol and yatein

A

Podophyllotoxin

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11
Q

Gives rise to matairesinol

A

(-)- Secoisolariciresinol

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12
Q

Prevent polymerization and assembly of microtubules which assist in chromosome separation (ito yung MOA)

A

Podophyllotoxin

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13
Q

Sources of podophyllotoxin

A

P. hexandrum (Indian) and P. pellatum (American) podophyllum

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14
Q

Used in treatment of small cell lung cancer, testicular cancer and lymphomas

A

Etoposide

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15
Q

Water-soluble pro-drug

A

Etopophos (etoposide 4-phosphate)

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16
Q

Anticancer with value in pediatric neuroblastoma

A

Teniposide

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17
Q

Derived from dietary plant lignans; have osteogenic activity

A

Enterolactone and enterodiol

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18
Q

Precursor of phenylpropanoids

A

Cinnamid acid

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19
Q

Volatile oils from shikimate pathway

A

Cinnamaldehyde, eugenol, myristicin, anethile, safrole (shikimol)

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20
Q

Principal component in oil from cinnamon bark

A

Cinnamaldehyde

21
Q

Transformed into cinnamaldehyde by enzymatic hydrolysis and oxidation

A

Cinnamyl acetate

22
Q

Used as dental analgesic and flavoring

23
Q

Used as flavoring and hallucinogenic

24
Main component in oils from aniseed, star anise, and fennel
Anethole
25
Main constituent of sassafras oil; genotoxic and carcinogenic
Safrole or shikimol
26
Benzoic acids from C6C3 compounds
Vanillin, salicylic acid, salicin, methyl salicylate
27
Used as detecting agent in chromatography together with sulfuric acid
Vanillin
28
Source of vanillin
Vanilla planifolia (Fam. Orchidaceae)
29
Synthesized in microorganisms from isochorismic acid and in plants via hydroxylation of benzoic acid and side chain cleavage of 2-coumaric acid
Salicylic acid
30
Salicyl alcohol dervi. and not from salicylic acid; analgesic and antipryretic; template for ASA synthesis
Salicin
31
Source of salicin
Salix sp. (Fam. Salicaceae) - willow
32
Principal component of oil in wintergreen; deriv of salicylic acid SAM-dependent methylation; analgesic
Methyl salicylate
33
Cinnamic acid lactone derivative
Coumarin
34
Formed by hydroxylation of cinnamic acid ortho to the side chain
Coumarin
35
Source of coumarin; responsible for smell of new mown hay
Sweet clover, Melilotus officinalis (Fam. Fabaceae)
36
Liberated as a result of enzymic hydrolysis and lactonization of glucosides: (E)- and (Z)-2-coumaric acid
Coumarin
37
Formed in fermentation of sweet clover by action of microorganisms on 2-coumaric acid
4-hydroxycoumarin
38
Other name for dicoumarol
Bishydroxycoumarin
39
Forerunner of the warfarin grp of medicinal anticoagulants; interferes with vit K in blood coagulation
Dicoumarol
40
Coumarin with furan ring
Furanocoumarins
41
Linear furanocoumarins
Psoralen, bergapten, xanthotoxin, isopimpinellin
42
Sources of psoralens
Rue (Ruta graveolens, Rutaceae) and giant hogweed (Heracleum mantegazzianum, Apiaceae)
43
Synthesized as a response to fungal infection of plant with Sclerotinia sclerotiorum
Psoralens
44
Component of bergamot oil; used in external suntan preparations
Bergapten
45
Other name for xanthotoxin
Methoxsalen
46
Used for vitiligo
Methoxsalen
47
Treatment by methoxsalen followed by long wave UV irradiation
PUVA (psoralens + UV-A)
48
Inhibit DNA replication
PUVA
49
More absorption of UV light for suntan
Psoralens