Midterm 1

Choose the correct answer

1. Compound 1 is:

a) Monoterpenes. b) Diterpenes. c) Triterpenes. d) Tetraterpenes

2. Compound 2 is obtained from pines.

a) False. b) True

3. Compound 3 is:

a) Monoterpenes. b) Diterpenes. c) Triterpenes. d) Sesquiterpenes

4. Compound 4 is:

a) Monoterpenes. b) Sesquiterpenes. c) Diterpenes. d) Triterpenes

5. In compound 4, the line showed-linkage.

a) Head to Head. b) Head to tail. c) Tail to Head. d) Tail to Tail

6. Compound 2 is:

a) Monocyclic monoterpenes b) Acyclic monoterpenes c) Monocyclic diterpenes d) Bicyclic monoterpenes

7. B-carotene is:

a) Monoterpenes. b) Diterpenes. c) Triterpenes. d) Tetraterpenes

8. A sesterterpene contains - isoprene units.

a) 2 b) 3 c) 4 d) 5

9. Thymus vulgaris contains - as a major essential oil.

a) a-pinene. b) y-terpinene. c) cymene. d) Thymol

10. The precursor of cholesterol is –

a) B-carotene. b) Ambrein. c) a-Pinene. d) Squalene

1
 Midterm 2
Choose the correct answer

1. A sesterterpene contains….. isoprene Units.

2. The precursor of cholesterol is:

a) Squalene b) Ambrein. c) a-Pinene. d) B-carotene

3. B-carotene is:

a) Monoterpenes. b) Diterpenes. c) Triterpenes. d) Tetraterpenes

4) Compound 1 is:

a) Monoterpenes. b) Diterpenes. c) Triterpenes. d) Sesquiterpenes

5. Compound 2 is obtained biosynthetically via pathway:

a) Polyketide. b) Shikimic acid. c) Aminoacids. d) Mevalonic acid

6) Compound 3 is:

a) Monoterpenes. b) Diterpenes. c) Sesquiterpene. d) Triterpenes

7) Compound 4 is:

a) Monocyclic monoterpenes b) Acyclic monoterpenes c) Monocyclic diterpenes d) Bicyclic monoterpenes

8. Thymus vulgaris contains…… as a major essential oil:

a) alpha-pinene. b) y-terpinene. c) cymene. d) Thymol

9. Condensation of three molecules of acetyl Co-A gives:

a) Mevalonic acid. b) Acetoacetyl Co-A. c) Pyruvic acid. d) HMG-CoA

10. A triterpene contains isoprene units.

a) 3. b) 4. c) 5. d) 6

2
 Midterm 3
Choose the correct answer

1. Oxidation of Geraniol gives:

a) beta-myrcene. b) Citronellol. c) Geranial. d) Linalool

2. Acetoacetyl Co-A can be formed from condensation of:

a) 2. b) 3. c) 4. d) 5

3. Farnesyl pyrophosphate is consisting of -----isoprene unit

a) 2. b) 3. c) 4. d) 5

4. Cholesterol at C-3 has

a) Aldehyde group. b) Carbonyl group. c) Amino group. d) Hydroxyl group

5. In biosynthesis labelling studies of natural products, the labelled carbon atom in the 13C NMR is:
a) give a higher peak. b) Not affected. c) give a lower peak. d) All of them

6. To form mevalonic acid, -----molecules of acetyl Co-A condensed together

a) 2. b) 3. c) 4. d) 5

7. The structure of dimethylallyl pyrophosphate (DMAP) is:

8. Essential oils can be extracted by:

a) Steam Distillation. b) Water Distillation. c) Organic Solvents. d) All of them

9. The building block of aromatic compounds may follow-pathway

a) shikimic acid. b) Mevalonic acid. c) Amino acids. d) None of them

10. Nerol on ----- gives Neral

a) Ozonolysis. b) Reduction. c) Bromination. d) Oxidation

3
 Midterm 4
Choose the correct answer
1. Terpenes are derived biosynthetically from units of:

a) Cholesterol. b) Squalene. c) Coenzyme Q10. d) Isoprene

2. Steroids, for example, are derivatives of the triterpene squalene.

a) Amino acids. b) Steroids. c) Lipids. d) Carbohydrates

3. Phytol belongs to:

a) Diterpenes. b) Sesterterpenes. c) Triterpenes. d) Monoterpenes

4. Bleomycin was previously isolated from:

a) Plants. b) Animals. c) Microorganisms. d) None of them

5. Actinomycin D belongs to:

a) Terpenes. b) Lipids. c) Peptides. d) Carbohydrates

6. The configuration of the double bond in Nerol is:

a) E-form. b) Z-form c) trans-form d) both of a and c

7. Deblocking agent for the Boc-protecting group is:

a) CF3COOH b) Pd/H2 c) Zn/AcOH. d) HCl/H2O

8. N-Bromosuccinimide or NBS cleavage the peptide bond after:

a) Methionine b) Tryptophane. c) Proline. d) Glycine

9. The configuration of the double bond in Geraniol is:

a) E-form. b) Z-form. c) cis-form. d) both of b and c

10. In size exclusion chromatography, molecules are separated according to:

a) Polarity. b) Electrical charge. c) Molecular weight. d) None of them

4
 Midterm 5
Choose the correct answer

1. A triterpene contains three isoprene units.

(a) True

(b) False

2. Which can be the best example of monoterpenoids?

(a) Chlorophyll

(b) Menthol

(c) Rubber

(d) Morphine

3. All terpenes have carbon skeletons made up of:

(a) Alkenes

(b) Vinyl unit

(c) Isoprene unit

(d) Ethylenes unit

4. The IUPAC name of isoprene is 2-methyl-1,3-butadiene.

(a) True

(b) False

5. Camphor is a bicyclic monoterpene.

(a) True

(b) False

6. The major monoterpene in the Eucalyptus globulus essential oil is:

(a) 1,8-cineole

(b) α-pinene

(c) Menthol

(d) Para-cymene

7. Thymus vulgaris contains _____ as a major essential oil.

5
(a) Thymol

(b) γ-terpinene

(c) Cymene

(d) α-pinene

8. Trans anethol can be isolated from peppermint.

(a) False

(b) True

9. Glycosylated steroids can be extracted with:

(a) Ether

(b) Chloroform

(c) Benzene

(d) Ethanol

10. Mevalonic acid contains _____ hydroxyl groups.

(a) 5

(b) 4

(c) 3

(d) 2

6
 Midterm 6
Choose the correct answer

1. Essential oil is a concentrated hydrophobic liquid containing volatile chemical compounds.

a) False

b) True

2. Thymus vulgaris contains _________ as a major essential oil.

a) Thymol

b) γ-terpinene

c) Cymene

d) α-pinene

3. Mevalonic acid contains _________ hydroxyl groups.

a) 3

b) 4

c) 5

d) 6

4. Trans-anethol can be isolated from _________.

a) Peppermint

b) Camphor

c) Pine

d) Anise

5. _________ can be considered as natural additives for essential oil.

a) Butylated hydroxytoluene

b) Benzoic acid

c) Citric acid

6. A tetraterpene contains three isoprene units.

a) False

b) True

7
7. All terpenes have carbon skeletons made up of _________.

a) Isoprene unit

b) Vinyl unit

c) Alkenes

d) Ethylene unit

8. Alpha-pinene is a bicyclic monoterpene.

a) False

b) True

9. Concrete of the flower oil is _________.

a) Oil

b) Pigment+Oil+Wax

c) Wax

d) None of them

10. The major building block of the fixed oil is: _________.

a) Isoprene unit

b) Triglyceride

c) Amino acids

d) α-pinene

8
 Midterm 7
Choose the correct answer
1. The geometry of the double bond in geraniol is:
A. C-configuration
B. Z-configuration
C. E-configuration
D. All of these
2. Isoprene is:
A. 3-Methyl-1,3-butadiene
B. 1-Ethyl-1,3-butadiene
C. 3-Methyl-1,2-butadiene
D. 2-ethyl-1,3-butadiene
3. The following terpene is:
a) Monocyclic terpene
b) Bicyclic monoterpene
c) Tricyclic monoterpene
d) Sesquiterpene
4. Nerol on ____ gives Nerol:
A. Oxidation
B. Reduction
C. Ozonolysis
D. Bromination
5. Cyclization of alpha-Terpinene gives:
A. Limonene
B. Menthol
C. Camphor
D. Citral
6. Oxygen atom in camphor is present as:
a) Carboxylic group
b) Cyclic ketone
c) Primary alcohol
d) Tertiary alcohol
7. The isoprene units in most terpenes in nature are linked:
A. Head to Tail
B. Tail to Tail
9
C. Head to Head
D. None of these
8. Which of the following monoterpene occurring in peppermint oil?
A. Citral
B. Menthol
C. Sabinene
D. Camphor
9. Which structure is correct for the meric acid?

10. Structure elucidation of natural products can be carried out using:

10
 Midterm 8
Choose the correct answer

1. Reaction of cardenolide with Kedde's reagent gives:

a) Violet color

b) Red color

c) Yellow color

d) No reaction

2. The structure of cardiac glycosides at high temperature is:

a) Stable

b) Unstable

c) Change to the anhydro form

d) Both of b and c

3. The chemical structure of proscillaridin contains:

a) Rhamnose

b) Glucose

c) Galactose

d) Rhamnose and glucose

4. The UV absorbance of bufadienolide is:

a) No absorbance

b) 220 nm

c) 500 nm

d) 300 nm

5. Reaction of acetoacetyl-CoA with piperidinium cation is carried out by:

a) Aldo condensation.

b) Claisen condensation.

c) Mannich reaction.

d) Wittig reaction

11
6. Cardinolides contain:

a) Benzene ring

b) Six-membered lactone ring

c) Five-membered lactone ring

d) None of them

7. Cymarose sugar has a methoxy group at:

a) C-5

b) C-4

c) C-3

d) None of them

8. Squalene is:

a) Precursors of cholesterol synthesis

b) Triterpene

c) Both of a and b

d) Tetraterpene

9. Reaction of 3-phosphoglyceraldehyde with L-aspartic acid gives:

a) Hordenine

b) Isoquinoline

c) Nicotinic acid

d) Anhalonine

10. The major constituent of opium is:

a) Papaverine.

b) Morphine.

c) Laudanosine.

d) Thebaine

11. Codeine can be obtained by:

12
a) Methylation of papaverine

b) Methylation of apomorphine

c) Oxidation of Heroin

d) Methylation of morphine

12. In aldosterone:

a) B/C ring fusion is trans

b) It is a steroid hormone

c) B/C ring fusion is cis

d) Both of a and b

13. Mescaline alkaloid is:

a) Obtained from L-tyrosine

b) Hallucinogenic compounds

c) Rich with methoxy groups

d) All of them

14. Squill bulbs are rich with:

a) Cardiac glycosides

b) Cardenolides

c) Bufadienolides

d) Both of a and c

15. Digitoxose has:

a) OH group at C-3.

b) OH group at C-5.

c) OH group at C-4 and called deoxysugar.

d) All of them

13
 Final 1
Choose the correct answer

1. Terpenes are derived biosynthetically from units of:

a) Cholesterol

b) Squalene

c) Coenzyme Q10

d) Isoprene

2. Steroids, for example, are derivatives of the triterpene squalene.

a) Amino acids

b) Steroids

c) Lipids

d) Carbohydrates

3. Phytol belongs to:

a) Diterpenes

b) Sesterterpenes

c) Triterpenes

d) Monoterpenes

4. Bleomycin was previously isolated from:

a) Plants

b) Animals

c) Microorganisms

d) None of them

5. Actinomycin belongs to:

14
a) Terpenes. b) Lipids. c) Peptides. d) Carbohydrates

6. The configuration of the double bond in Nerol is:

a) E-form

b) Z-form

c) trans-form

d) both of a and c

7. Deblocking agent for the Boc-protecting group is:

a) CF3COOH

b) Pd/H

c) Zn/AcOH

d) HCl/H2O

8. N-Bromosuccinimide or NBS cleaves the peptide bond after:

a) Methionine

b) Tryptophan

c) Proline

d) Glycine

9. The configuration of the double bond in Geraniol is:

a) E-form

b) Z-form

c) cis-form

d) both of b and c

10. In size exclusion chromatography, molecules are separated according to:

a) Polarity. b) Electrical charge. c) Molecular weight. d) None of them

15
 Final 2
Choose the correct answer

1. The structure of cardiac glycosides at high temperature is:

a) Stable

b) Unstable

c) Change to the anhydro form

d) Both of b and c

2. The chemical structure of proscillaridin contains:

a) Rhamnose

b) Glucose

c) Galactose

d) Rhamnose and glucose

3. The UV absorbance of bufadienolide is:

a) No absorbance

b) 220 nm

c) 500 nm

d) 300 nm

4. Reaction of acetoacetyl-CoA with piperidinium cation is carried out by:

a) Aldo condensation

b) Claisen condensation

c) Mannich reaction

d) Wittig reaction

5. Cardinolides contain:

16
a) Benzene ring. b) Six-membered lactone ring. c) Five-membered lactone ring. d) None of them

6. Cymarose sugar has a methoxy group at:

a) C-5

b) C-4

c) C-3

d) None of them

7. Squalene is:

a) Precursors of cholesterol synthesis

b) Triterpene

c) Both of a and b

d) Tetraterpene

8. Reaction of 3-phosphoglyceraldehyde with L-aspartic acid gives:

a) Hordenine

b) Isoquinoline

c) Nicotinic acid

d) Anhalonine

9. The major constituent of opium is:

a) Papaverine

b) Morphine

c) Laudanosine

d) Thebaine

10. Codeine can be obtained by:

a) Methylation of papaverine. b) Methylation of apomorphine. c) Oxidation of Heroin d) Methylation of

Question 1: Terpenes are derived biosynthetically from units of ________, which has the molecular formula
C5H8.

a) Cholesterol. b) Coenzyme Q10. c) Squalene. d) Isoprene

Question 2: Terpenes and terpenoids are the primary constituents of the ________ of many types of plants
and flowers.

a) Essential oil. b) Perfume. c) Peppermint. d) Aromatherapy

Question 3: ________, for example, are derivatives of the triterpene squalene.

a) Metabolism. b) Testosterone. c) Lipid metabolism. d) Steroid

Question 4: The linear triterpene ________, the major constituent of shark liver oil, is derived from the
reductive coupling of two molecules of farnesyl pyrophosphate.

a) Cholesterol. b) Aldosterone. c) Acetone. d) Squalene

Question 5: How many double bonds are in the triterpene squalene?

a) 1. b) 2. c) 3. d) 6

18