Page 68 - Medicinal Chemistry Self Assessment

Section 2 Whole Molecule Drug Evaluation

1.17 Hydrocortisone

Hydrocortisone is a glucocorticoid used in the management of inflammation. Derivatives of hydrocortisone are used
in the management of asthma and chronic obstructive pulmonary disease.

1.17 and 2.17 – remove bold from label
1. Conduct a complete structural evaluation of hydrocortisone and use the information in the grid to inform

your answers to the questions that follow.

E

C

F
B

A D

Hydrocortisone

Function
Function
Question #3 structure needs to be replaced:
Character
Interaction(s) Amino Acids That
Acidic, Basic, Possible with Can Interact with the
Character or Neutral Function Biological Functional Group via
Name of Hydrophilic Provide ↑ Solubility Target Ion–Dipole Interactions
Functional and/or pK When and/or 21 at Physiological at pH=7.4
a
Group Hydrophobic Relevant ↑ Absorption pH=7.4 None Is Acceptable
11 17
A
B A

C

D

E 1.18 and 2.18 – remove bold from label

F
E
A I C D O
H O I
OH
NH
I O 2
B 57 I

L-Thyroxine