Chemical structure of erythromycin.
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Eryc

Erythromycin is a macrolide antibiotic which has an antimicrobial spectrum similar to or slightly wider than that of penicillin, and is often used for people who have an allergy to penicillins. For respiratory tract infections, it has better coverage of atypical organisms, including mycoplasma. It is also used to treat outbreaks of chlamydia, syphilis, and gonorrhea. Structurally, this macrocyclic compound contains a 14-membered lactone ring with ten asymmetric centers and two sugars (L-cladinose and D-desoamine), making it a compound very difficult to produce via synthetic methods. more...

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Erythromycin is produced from a strain of the actinomyces Saccaropolyspora erythraea, formerly known as Streptomyces erythraeus.

History

Abelardo Aguilar, a Filipino scientist, sent some soil samples to his employer Eli Lilly in 1949. Eli Lilly’s research team, led by J. M. McGuire, managed to isolate Erythromycin from the metabolic products of a strain of Streptomyces erythreus found in the samples. The product was subsequently launched in 1952 under the brand name Ilosone® (after the Philippine region of Iloilo where it was originally collected from). Erythromycin was formerly also called Ilotycin®. In 1981, Nobel laurate (1965 in chemistry) and Professor of Chemistry at Harvard University (Cambridge, MA) Robert B. Woodward and a large team of researchers reported the first stereocontrolled asymmetric chemical synthesis of Erythromycin A.

Available forms

Erythromycin is available in enteric-coated tablets, oral suspensions, opthalmic solutions, ointments, gels and injections.

Mechanism of action

Erythromycin prevents bacteria from growing, by interfering with their protein synthesis. Erythromycin binds to the subunit 50S of the bacterial ribosome, and thus inhibits the translation of peptides.

Pharmacokinetics

Erythromycin is easily inactivated by gastric acids, therefore all orally administered formulations are given as either enteric coated or as more stable salts or esters. Erythromycin is very rapidly absorbed, and diffused into most tissues and phagocytes. Due to the high concentration in phagocytes, erythromycin is actively transported to the site of infection, where during active phagocytosis, large concentrations of erythromycin are released.

Metabolism

Most of erythromycin is metabolised by demethylation in the liver. Its main elimination route is in the bile, and a small portion in the urine. Erythromycin's half-life is 1.5 hours.

Side-effects

Gastrointestinal intestinal disturbances such as diarrhea, nausea, abdominal pain and vomiting are fairly common so it tends not to be prescribed as a first-line drug. More serious side-effects, such as reversible deafness are rare. Allergic reactions, while uncommon, may occur, ranging from urticaria to anaphylaxis. Cholestatic jaundice, Stevens-Johnson syndrome and toxic epidermal necrolysis are some other rare side effects that may occur.

Erythromycin has been shown to increase the probability of pyloric stenosis in children whose mothers took the drug during the late stages of pregnancy or while nursing.

Contraindications

Earlier case reports on sudden death prompted a study on a large cohort that confirmed a link between erythromycin, ventricular tachycardia and sudden cardiac death in patients also taking drugs that prolong the metabolism of erythromycin (like verapamil or diltiazem) by interfering with CYP3A4 (Ray et al 2004). Hence, erythromycin should not be administered in patients using these drugs, or drugs that also prolong the QT time. Other examples include terfenadine (Seldane, Seldane-D), astemizole (Hismanal), cisapride (Propulsid, withdrawn in many countries for prolonging the QT time) and pimozide (Orap).

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A Clear Solution for Acne
From Pediatrics for Parents, 7/1/01 by Holly Vance

Let's face it, at one time or another we've all had a blemish or two -- or more. Acne is a common skin condition that usually affects teenagers, although it sometimes continues into adulthood. Most people manage minor pimple outbreaks on their own, but as many as 40% of teenagers have acne severe enough to warrant medical attention.

Acne pimples and scarring can compromise the self-esteem of a teenager. Fortunately, treatments can reduce the appearance and long-term effects of acne. Read on for important tips for getting and keeping clear skin.

Intro to Acne

When a child reaches adolescence, usually between 11 and 14 years of age, his/her body starts producing larger quantities of hormones and the skin glands secrete more oil. These glands and hair follicles can clog with oil, dust, and dirt. Bacteria can grow in the pores, resulting in blackheads, whiteheads, and

pimples. Most teens notice acne on their face and neck, though it can also appear on the back, chest, and upper arms.

The myths that surround acne can add to the embarrassment. In reality, people will get acne even with the best hygiene practices. Don't blame your children for eating chocolate and pizza -- there's no proven link between diet and acne. And while pimples seem to surface on the morning of a big exam or the night of a big date, stress rarely results in an outbreak.

Doctors believe that three factors contribute to acne -- genes, cosmetics, and the environment. Research has shown that family members often share the same type of acne, so if a parent, brother, or sister has acne, chances are other children will too. In addition, some make-up and skin care products clog pores, making acne worse. If your teens are susceptible to acne, look for "noncomedogenic" beauty and skin care products. Environmental factors such as airborne grease at fast food restaurants or any materials that contact your face or other areas may aggravate acne.

To help prevent acne from forming, your children should keep their skin clean and avoid touching the pimples. Your teen should gently wash his/her face and acne-prone areas two to three times a day using any good soap or cleanser. Hard scrubbing can actually make acne worse. Keep hair away from the face. If pimples do form, let them heal naturally. Avoid the temptation to pick or squeeze -- this can aggravate the infection and result in deeper, longer-lasting scars.

See a doctor or dermatologist to discuss your acne treatment options. Treatment can minimize acne before it causes damage and reduce the chance of scarring.

Over-the-Counter Acne Care

Americans spend more than $100 million each year on over-the-counter acne medications. If your teens have mild acne, these products may be enough. It can take several weeks to see an improvement and you may need to try several products to find one that works for them.

Most over-the-counter acne products contain benzoyl peroxide or salicylic acid. They help open clogged pores and may reduce bacterial growth. If the acne doesn't improve within several weeks, consider products with sulfur and resorcinol, such as Clearasil Adult Care. These products have a noticeable color and odor and may cause dry skin.

Some people treat their acne naturally with the herbal products tea tree oil or arnica. Tea tree oil is thought to have antibacterial properties. A study found tea tree oil is less effective -- but less irritating -- than benzoyl peroxide. Arnica has anti-inflammatory properties, but its effectiveness for treating acne has not been confirmed.

Prescription for Clear Skin

Is it time for your teen to see a dermatologist? If he/she is concerned and over-the-counter products don't work, then it's time to talk to a doctor about prescription acne medicines. Doctors recommend medical care for people with deep, painful, or swollen blemishes or with 10 or more blemishes on one side of the face.

Your child's doctor may prescribe an antibiotic solution or gel to apply directly to the skin. Some common prescription antibiotic medicines include clindamycin solution (brand name Cleocin-T) and erythromycin (T-Stat, Emgel). These antibiotics are equally effective and generally well tolerated. Possible side effects include mild skin irritation or dryness.

Other medicines that can reduce acne blemishes include tretinoin (Retin-A), adapalene (Differin), azelaic acid (Azelex), or tazarotene (Tazorac). Tretinoin, adapalene, and azelaic acid reduce blemishes by about 65-70 percent. Tazarotene reduces blemishes by 45-55 percent. Side effects of these products include dry, red, or irritated skin.

If topical creams are not effective, your child's doctor may prescribe oral antibiotics such as tetracycline (Sumycin), minocycline (Minocin), or erythromycin (Eryc, Ery-Tab). Alone, these oral antibiotics reduce lesions by 50 percent. Used in combination with other products, such as benzoyl peroxide, they are up to 88 percent effective. Possible side effects of oral antibiotics include stomach upset and mild diarrhea.

If your teen has severe acne and antibiotics don't help, another option is the oral medicine isotretinoin (Accutane). Accutane reduces the skin's oil production. Blemishes may get worse during the first three weeks, but most cases begin to improve in the first month with full effects in three to five months.

Accutane can have severe side effects and should only be used under the close supervision of a doctor. Women who are pregnant or may become pregnant should never use Accutane since it may cause birth defects.

Many medicines can significantly reduce the appearance and effects of acne. Helping your teen find the right treatment so he/she put his/ her best face forward.

Holly Vance, a clinical pharmacy specialist, has been a member of the drugstore.com team since June, 1999.

COPYRIGHT 2001 Pediatrics for Parents, Inc.
COPYRIGHT 2002 Gale Group

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