Mevalonate 1 Flashcards

(50 cards)

1
Q

Modified terpenes where oxygen is added and methyl groups were moved or removed

A

Terpenoids

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2
Q

Units arising from acetate via mevalonic acid;

Branched chain 5-C units with 2 unsat. bonds

A

Isoprene

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3
Q

Other name for isoprene

A

2-methyl-1,3-butadiene

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4
Q

Class with 1 isoprene unit

A

Hemiterpene

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5
Q

Class with 2 isoprene units

A

Monoterpenes

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6
Q

Class with 3 isoprene units

A

Sesquiterpenes

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7
Q

Class with 4 isoprene units

A

Diterpenes

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8
Q

Class with 5 isoprene units

A

Sesterterpenes

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9
Q

Class with 6 isoprene units

A

Triterpenes

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10
Q

Class with 8 isoprene units

A

Tetraterpenes

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11
Q

Decomposition products from various natural cyclic hydrocarbons

A

Isoprene

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12
Q

2 biochemically active isoprene units

A
Dimethylallyl diphosphate (DMAP)
Isopentenyl diphosphate (IPP)
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13
Q

Pathways in isoprene biosynthesis

A

Mevalonate

Methylerythritol phosphate

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14
Q

Hemiterpene intermediates for more complex terpenoids

A

DMAPP

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15
Q

Alkylating agent for meroterpenoids formation

A

DMAPP

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16
Q

Used as flavouring agents in pharmaceutical, confectionery, and perfume products

A

Monoterpenes

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17
Q

Used in liniments against rheumatic pain

A

Camphor

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18
Q

Used in ointments and liniments as a remedy against itching

A

Menthol

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19
Q

Used as an aromatic bitter tonic and as a remedy for poor apetite

A

Bitter-orange peel

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20
Q

Used in bactericidal preparations

A

Thymol and carvacrol

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21
Q

Isomers of geranyl PP

A

Linalyl PP

Neryl PP

22
Q

It undergoes ionization that permits change of attachment of diphosphate group and change in the stereochemistry

23
Q

Monoterpenes in structural form

A

Acyclic
Monocyclic
Bicyclic

24
Q

Monoterpenes classified by their functional groups

A
Simple hydrocarbons
Alcohols
Ketones
Aldehydes
Acids
Phenols
25
Used for cyclic monoterpene biosynthesis
Linallyl PP and neryl PP
26
3 acyclic monoterpenes
Hydrocarbons Aldehydes Alcohols
27
Hydrocarbons (acyclic monoterpene)
ß- myrcene | (+)-alpha-phellandrene
28
Derived from linallyl PP or neryl PP
Monocyclic monoterpenes
29
Fates of menthyl/a-terpinyl cation monocyclic monoterpene
Quenching with nucleophiles, water Loss of a proton Cyclization Wagner-Meerwein (1,3-hydride shift) rearrangement
30
Fates of menthyl/a-terpinyl cation bicyclic monoterpenes
Folding the cationic side-chain of menthyl cation towards the double bond w/ an aid of an enzyme Loss of proton and formation of cyclopropane ring Wagner-Meerwein rearrangement (1,2-hydride shift)
31
Types of bicyclic monoterpenes
``` Pinane Camphane/bornane Fenchane Isocamphane Carane Thujane ```
32
Terpenoids derived fom C5 units that do not link in a regular head-to-tail coupling mechanism
Irregular monoterpenes
33
Family where irregular monoterpenes are limited to
Asteraceae
34
2 irregular monoterpenes
Chrysanthemic acid | Pyrethric acid
35
Irregular monoterpene derived from DMAPP and IPP
Pyrethric acid
36
Cyclopropane structures from 2 isoprene units
Chrysanthemic acid
37
Found in nature as an ester such as pyrethrins, cinerins, and jasmolins
Pyrethric acid
38
Pyrethric acid is the insecticidal component of pyrethrum flowers, the flower heads of _______ _______ (Fam. _____)
Chrysanthemum cinerariaefolium (Fam. Asteraceae)
39
Monoterpenoids with iridane skeleton which contains a cyclopentane ring fused to a six-membered oxygen heterocycle
Iridoids
40
Powerful attractant and stimulants for cats
Nepetalactone
41
Source of nepetalactone
Catmint, Nepeta cataria (Fam. Lamiaceae)
42
Key intermediate in the biosynthesis of other iridoid structures, terpenoid indole alkaloids, and tetrahydroisoquinoline alkaloids
Loganin
43
Representative of secoiridoids
Secologanin
44
A secoiridoid contributing to the bitter taste of the Gentian root herbal drug
Gentiopicroside
45
Source of gentiopicroside
Gentian root, Gentiana lutea (Fam. Gentianaceae)
46
Epoxyiridoid ester with sedative activity of the crude drug
Valtrate
47
Source of valtrate
Valeriana officinalis (Fam. Valerianaceae)
48
General term for natural products whose structures may be divided into isoprene units
Terpenes
49
Aldehydes (acyclic monoterpenes)
Geranial (Z-citral) Citronellal Neral (E-citral)
50
Alcohols (acyclic monoterpenes)
Citronellol Geraniol Linalool Nerol