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Questions

on Beta lactam antibiotics

A) Match the provided generic names with the penicillins shown below in the
provided space
Benzyl penicillin Ampicillin Amoxicillin Methicillin Naficillin Cloxacillin
Oxacillin Piperacillin Carbenicillin Sultamicillin Sulbactam Bacampicillin
OEt O CH3 H
H2N H
H N H N
N N S
S S CH3
CH3 CH3
O CH3 O N CH3
O N CH3 N O
O O HO
COOH COOH COOH

a) ………………………… b)………………………………… c)………………………………..


O O
O NH2 H
N
O O
S

S H3C
CH3
Et N N NH O
H CH3 H3C N H
N O
N S O N S
CH3 CH3
COO OOC
O N CH3 O N CH3
O O
CH2
COOH COOH
d)………………………….. e) ……………………………….. f)……………………………..

1. Which penicillin is characterized by being orally active, β-lactamase resistant and
narrow spectrum? ....................................................................................

2. Which penicillin is characterized by being orally active, β-lactamase sensitive and broad
spectrum? ....................................................................................

3. Which penicillin is characterized by being orally active, β-lactamase resistant and broad
spectrum? ....................................................................................

4. Which penicillin is naturally obtained?......
.........................................................................................

5. Which penicillins are β-lactamase resistant?
..............................................................................................................................................

Due to…………………………………………………………………………………………………………

6. Which penicillins are orally active?


..............................................................................................................................................

Due to ……………………………………………………………………………………………………….

7. Which penicillins possess broad spectrum activity?


..............................................................................................................................................

Due to
………………………………………………………………………………………………………………………………………
How would the duration of action of the penicillin (f) could be prolonged

Mention the generic name of the modified analogue and draw its chemical structure
..............................................................................................................................................
............
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B) Complete the missed portions of the chemical structures in each of the following
cephalosporins
(5.5
Marks)

H3C HN
H
O H H S
S HN S
HN
N O N
O O NH2 O
S O O NH2 O O O
O O C CH3 O OH
O O O
O H2C COOH
O

b) Cefuroxime axetil
a) Cefoxitin c) Ceftazidime

S H3C
H2N H H H
N S HO
N H 4
N S
N O O 7
N 3

OCH3 O 2
COOH COOH

d) Cefepime e) Imipenem

1. Which compound is classified as cephamycin?........................................................


2. Which compound can be administered orally?..........................................................
3. Which may be effective against pseudomonas species?.............................................
4. Which compound is classified as non-classical β-lactam antibiotic?..............................
5. Which compound is classified as fourth generation cephalosporin?................................
6. What is the role of the double bond in cephem ring?………………………………………….
………………………………………………………………………………………………………….
Q 2. Complete each of the followings as the case may be: (11 Marks)

1. Complete the following equation (1.5 Mark)


RCOHN S
N O b 3-
CH
Lactamase
O CH2 C
COOH
O
Cephalosporin

Cephalosporoic acid
H+, - H2O

Anhydrodesacetyl cephalosporoic acid

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